Annapolis
2 guests

Adults:

2

Children:

0

Child’s age:

Annapolis

Nov 12 - Nov 13 ·
2 guests

Annapolis Vacation Rentals

Annapolis
2 guests

Adults:

2

Children:

0

Child’s age:

Over 110 stays assessed to highlight the standout picks

Navigation

1. Vintage Charm: Annapolis Retreat

2. Neptune By The Water

3. Waterfront Annapolis Cottage: Fire Pit & Pier

4. Downtown Annapolis King George 3Rd Floor Hideaway

Cheap Annapolis Vacation Rentals

5. Private Single Family Home Close To Both Water And Downtown!

6. The Pool Loft At Poplar Hill

7. Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!

Pet Friendly Vacation Rentals Annapolis Maryland

8. Annapolis Escape Steps To Harbor Backs To Gate 1

9. Walk To Everything Historic Arts District

10. Fisher House - Downtown Annapolis!

Best Annapolis Vacation Rentals

Vintage Charm: Annapolis Retreat Vintage Charm: Annapolis Retreat

Vintage Charm: Annapolis Retreat

3 Hill Street
0.8 km (0.5 mi) from city center
204
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Terrace

Situated within 10 minutes' walk of Mission Escape Rooms, the 3-bedroom Vintage Charm: Annapolis Retreat Villa is ideal for up to 5 guests.

9.7
11 reviews
~ US$365 / night

Vintage Charm: Annapolis Retreat

0.8 km (0.5 mi) from city center
204
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Ironing facilities
  • Terrace

Vintage Charm: Annapolis Retreat

Situated within 10 minutes' walk of Mission Escape Rooms, the 3-bedroom Vintage Charm: Annapolis Retreat Villa is ideal for up to 5 guests.

9.7
11 reviews
From US$ 365 / night
Neptune By The Water Neptune By The Water

Neptune By The Water

1172 Neptune Place
8.0 km (5.0 mi) from city center
1000
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Situated around 10 minutes by car from the Chesapeake Bay Bridge, the 3-bedroom Neptune By The Water Annapolis villa provides access to numerous tourist attractions in the area. The accommodation accommodates up to 10 guests and invites them to enjoy a patio.

10
8 reviews
~ US$321 / night

Neptune By The Water

8.0 km (5.0 mi) from city center
1000
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Neptune By The Water

Situated around 10 minutes by car from the Chesapeake Bay Bridge, the 3-bedroom Neptune By The Water Annapolis villa provides access to numerous tourist attractions in the area. The accommodation accommodates up to 10 guests and invites them to enjoy a patio.

10
8 reviews
From US$ 321 / night
Waterfront Annapolis Cottage: Fire Pit & Pier Waterfront Annapolis Cottage: Fire Pit & Pier

Waterfront Annapolis Cottage: Fire Pit & Pier

7.7 km (4.8 mi) from city center
130
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV

Staying at the 3-bedroom Waterfront Annapolis Cottage: Fire Pit & Pier, guests can visit Broadneck Park, which is nearly a 10-minute drive away. The Annapolis holiday home is available for up to 5 guests and offers hire for rent.

9.4
6 reviews
~ US$259 / night

Waterfront Annapolis Cottage: Fire Pit & Pier

7.7 km (4.8 mi) from city center
130
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV

Waterfront Annapolis Cottage: Fire Pit & Pier

Staying at the 3-bedroom Waterfront Annapolis Cottage: Fire Pit & Pier, guests can visit Broadneck Park, which is nearly a 10-minute drive away. The Annapolis holiday home is available for up to 5 guests and offers hire for rent.

9.4
6 reviews
From US$ 259 / night

Cheap Annapolis Vacation Rentals

Downtown Annapolis King George 3Rd Floor Hideaway Downtown Annapolis King George 3Rd Floor Hideaway

Downtown Annapolis King George 3Rd Floor Hideaway

165 King George Street
0.5 km (0.3 mi) from city center
65
  • BBQ facilities
  • Car park
    Charges may apply
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Garden area

The spacious 65 m² Downtown Annapolis King George 3Rd Floor Hideaway Apartment is a good choice for accommodating up to 3 guests, offering a prime setting about 900 metres from Mission Escape Rooms. The 1-bedroom apartment is situated 46 km from Union Marc Washington train station and in close proximity to Saint Johns Street & College Avenue Far-side Northbound bus station.

8.7
9 reviews
~ US$248 / night

Downtown Annapolis King George 3Rd Floor Hideaway

0.5 km (0.3 mi) from city center
65
  • BBQ facilities
  • Car park
    Charges may apply
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Garden area

Downtown Annapolis King George 3Rd Floor Hideaway

The spacious 65 m² Downtown Annapolis King George 3Rd Floor Hideaway Apartment is a good choice for accommodating up to 3 guests, offering a prime setting about 900 metres from Mission Escape Rooms. The 1-bedroom apartment is situated 46 km from Union Marc Washington train station and in close proximity to Saint Johns Street & College Avenue Far-side Northbound bus station.

8.7
9 reviews
From US$ 248 / night
  • Beach access
Private Single Family Home Close To Both Water And Downtown! Private Single Family Home Close To Both Water And Downtown!

Private Single Family Home Close To Both Water And Downtown!

1029 Harbor Dr
3.8 km (2.4 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Garden area

The 4-bedroom Private Single Family Home Close To Both Water And Downtown! Annapolis is located about a 25-minute stroll from Annapolis Landing Marina and has a terrace and playground to ensure a memorable stay.

9.4
7 reviews
~ US$422 / night

Private Single Family Home Close To Both Water And Downtown!

3.8 km (2.4 mi) from city center
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Mini-bar
  • Garden area

Private Single Family Home Close To Both Water And Downtown!

The 4-bedroom Private Single Family Home Close To Both Water And Downtown! Annapolis is located about a 25-minute stroll from Annapolis Landing Marina and has a terrace and playground to ensure a memorable stay.

9.4
7 reviews
From US$ 422 / night
The Pool Loft At Poplar Hill The Pool Loft At Poplar Hill

The Pool Loft At Poplar Hill

700 Broadmoor Drive
7.3 km (4.5 mi) from city center
65
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Outdoor swimming pool

To enjoy your vacation in Annapolis, stay at the spacious 65 m² The Pool Loft At Poplar Hill Apartment Annapolis, which is approximately a 10-minute ride from Chesapeake Bay Bridge and within a 7-km distance of Chase Lloyd House. Wi-Fi and private car parking are also available at the 1-bedroom apartment.

Explore the surrounding area of the property through activities like cycling and fisheries.

9.8
4 reviews
~ US$205 / night

The Pool Loft At Poplar Hill

7.3 km (4.5 mi) from city center
65
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Outdoor swimming pool

The Pool Loft At Poplar Hill

To enjoy your vacation in Annapolis, stay at the spacious 65 m² The Pool Loft At Poplar Hill Apartment Annapolis, which is approximately a 10-minute ride from Chesapeake Bay Bridge and within a 7-km distance of Chase Lloyd House. Wi-Fi and private car parking are also available at the 1-bedroom apartment.

Explore the surrounding area of the property through activities like cycling and fisheries.

9.8
4 reviews
From US$ 205 / night

Pet Friendly Vacation Rentals Annapolis Maryland

  • Private beach
Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier! Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!

Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!

1709 River Road
7.6 km (4.7 mi) from city center
125
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Sun terrace

Situated around 10 minutes' drive from Broadneck Peninsula Trail, the 3-bedroom Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier! villa offers guests to enjoy a sunbathing terrace and a picnic area. This Annapolis villa features opportunities for canyoning and fisheries in the area, 3.5 km from the local beach "Sandy Point State Park".

9.6
9 reviews
~ US$559 / night

Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!

7.6 km (4.7 mi) from city center
125
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Sun terrace

Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier!

Situated around 10 minutes' drive from Broadneck Peninsula Trail, the 3-bedroom Annapolis Charm Waterfront Getaway Near Usna - Fish & Crab From Your Private Pier! villa offers guests to enjoy a sunbathing terrace and a picnic area. This Annapolis villa features opportunities for canyoning and fisheries in the area, 3.5 km from the local beach "Sandy Point State Park".

9.6
9 reviews
From US$ 559 / night
Annapolis Escape Steps To Harbor Backs To Gate 1 Annapolis Escape Steps To Harbor Backs To Gate 1

Annapolis Escape Steps To Harbor Backs To Gate 1

126 Prince George Street #2
0.5 km (0.3 mi) from city center
56
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Located nearly 5 minutes' walk from the preserved 1774 Hammond-Harwood House, the 1-bedroom Annapolis Escape Steps To Harbor Backs To Gate 1 Villa offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi and parking, this Annapolis holiday home is a few steps from Chase Lloyd House.

9.8
9 reviews

Annapolis Escape Steps To Harbor Backs To Gate 1

0.5 km (0.3 mi) from city center
56
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Annapolis Escape Steps To Harbor Backs To Gate 1

Located nearly 5 minutes' walk from the preserved 1774 Hammond-Harwood House, the 1-bedroom Annapolis Escape Steps To Harbor Backs To Gate 1 Villa offers quick access to various city attractions in the vicinity. Providing guests with Wi-Fi and parking, this Annapolis holiday home is a few steps from Chase Lloyd House.

9.8
9 reviews
Walk To Everything Historic Arts District Walk To Everything Historic Arts District

Walk To Everything Historic Arts District

52 Madison Place
0.8 km (0.5 mi) from city center
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Flat-screen TV
  • Live entertainment

The 2-bedroom Walk To Everything Historic Arts District Annapolis villa, located approximately a 5-minute walk from First Baptist Church, can host up to 6 guests. Offering a treatment room and a foot bath, the property is merely 1.7 km from the American United States Naval Academy Museum.

This property offers beauty services, spa therapy, and a golf course, along with yoga instruction for sport enthusiasts. On-site treatments include body wraps, body scrub, and pedicure. The bicycles are available for rent and guests can explore the area, while a fitness room is there to keep fit.

9
12 reviews

Walk To Everything Historic Arts District

0.8 km (0.5 mi) from city center
139
  • Cookware/ Kitchen utensils
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Flat-screen TV
  • Live entertainment

Walk To Everything Historic Arts District

The 2-bedroom Walk To Everything Historic Arts District Annapolis villa, located approximately a 5-minute walk from First Baptist Church, can host up to 6 guests. Offering a treatment room and a foot bath, the property is merely 1.7 km from the American United States Naval Academy Museum.

This property offers beauty services, spa therapy, and a golf course, along with yoga instruction for sport enthusiasts. On-site treatments include body wraps, body scrub, and pedicure. The bicycles are available for rent and guests can explore the area, while a fitness room is there to keep fit.

9
12 reviews

Annapolis Vacation Rentals Oceanfront

Fisher House - Downtown Annapolis! Fisher House - Downtown Annapolis!

Fisher House - Downtown Annapolis!

142 Market Street
0.3 km (0.2 mi) from city center
1000
  • BBQ facilities
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Situated merely 5 minutes' walk from Main Street, Fisher House - Downtown Annapolis! villa is ideal for up to 9 guests. Located in the vicinity of the Harwood Big Brice House, this 3-bedroom holiday home provides Wi-Fi and parking.

9.1
8 reviews
~ US$767 / night

Fisher House - Downtown Annapolis!

0.3 km (0.2 mi) from city center
1000
  • BBQ facilities
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Patio

Fisher House - Downtown Annapolis!

Situated merely 5 minutes' walk from Main Street, Fisher House - Downtown Annapolis! villa is ideal for up to 9 guests. Located in the vicinity of the Harwood Big Brice House, this 3-bedroom holiday home provides Wi-Fi and parking.

9.1
8 reviews
From US$ 767 / night
Oasis By The Bay - Waterfront Heated Pool Hot Tub Oasis By The Bay - Waterfront Heated Pool Hot Tub

Oasis By The Bay - Waterfront Heated Pool Hot Tub

34 East Lake Drive
4.7 km (2.9 mi) from city center
520
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Sauna
  • Outdoor swimming pool

Situated around a 15-minute ride from Chesapeake Harbour, the 6-bedroom Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis includes an outdoor swimming pool, as well as a sauna to relax in. Featuring lake views, the Annapolis holiday home invites guests to visit Thomas Point Park, located 4.2 km away.

10
3 reviews
~ US$543 / night

Oasis By The Bay - Waterfront Heated Pool Hot Tub

4.7 km (2.9 mi) from city center
520
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Sauna
  • Outdoor swimming pool

Oasis By The Bay - Waterfront Heated Pool Hot Tub

Situated around a 15-minute ride from Chesapeake Harbour, the 6-bedroom Oasis By The Bay - Waterfront Heated Pool Hot Tub Villa Annapolis includes an outdoor swimming pool, as well as a sauna to relax in. Featuring lake views, the Annapolis holiday home invites guests to visit Thomas Point Park, located 4.2 km away.

10
3 reviews
From US$ 543 / night
  • Guest favorite
Annapolis Vacation Home: 2 Mi To Quiet Waters Park Annapolis Vacation Home: 2 Mi To Quiet Waters Park

Annapolis Vacation Home: 2 Mi To Quiet Waters Park

1022 Blackwell Rd
2.8 km (1.7 mi) from city center
177
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities

Offering access to entertainment venues such as Annapolis Landing Marina, situated 20 minutes' walk away, the welcoming Annapolis Vacation Home: 2 Mi To Quiet Waters Park can host up to 8 guests. Located 2.6 km from Main Street, the 4-bedroom holiday home provides Wi-Fi and a car park.

9.2
12 reviews

Annapolis Vacation Home: 2 Mi To Quiet Waters Park

2.8 km (1.7 mi) from city center
177
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities

Annapolis Vacation Home: 2 Mi To Quiet Waters Park

Offering access to entertainment venues such as Annapolis Landing Marina, situated 20 minutes' walk away, the welcoming Annapolis Vacation Home: 2 Mi To Quiet Waters Park can host up to 8 guests. Located 2.6 km from Main Street, the 4-bedroom holiday home provides Wi-Fi and a car park.

9.2
12 reviews

Annapolis Vacation Rentals with Private Pool

Bayridge House By Quiet Waters, Thomas Point Parks Bayridge House By Quiet Waters, Thomas Point Parks

Bayridge House By Quiet Waters, Thomas Point Parks

903 Old Annapolis Neck Road B
3.5 km (2.2 mi) from city center
93
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

To enjoy your vacation in Annapolis, stay at the spacious 2-bedroom Bayridge House By Quiet Waters, Thomas Point Parks Apartment Annapolis, which is 3.6 km from the blooming William Paca Garden and within 25 minutes' walk of Paddle or Pedal. Wi-Fi and parking are also available at this 93 m² apartment.

8.3
12 reviews

Bayridge House By Quiet Waters, Thomas Point Parks

3.5 km (2.2 mi) from city center
93
  • Free parking
  • Security
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Bayridge House By Quiet Waters, Thomas Point Parks

To enjoy your vacation in Annapolis, stay at the spacious 2-bedroom Bayridge House By Quiet Waters, Thomas Point Parks Apartment Annapolis, which is 3.6 km from the blooming William Paca Garden and within 25 minutes' walk of Paddle or Pedal. Wi-Fi and parking are also available at this 93 m² apartment.

8.3
12 reviews
Annapolis @Gate 1 Steps To The Harbor Free Parking Annapolis @Gate 1 Steps To The Harbor Free Parking

Annapolis @Gate 1 Steps To The Harbor Free Parking

126 Prince George Street 1
0.5 km (0.3 mi) from city center
60
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Up to 5 guests can stay at 1-bedroom Annapolis @Gate 1 Steps To The Harbor Free Parking Villa and enjoy the preserved 1774 Hammond-Harwood House, located approximately a 5-minute walk away. Providing guests with Wi-Fi and a private parking lot, the property is 2.1 km from Truxton City Park.

9.4
5 reviews

Annapolis @Gate 1 Steps To The Harbor Free Parking

0.5 km (0.3 mi) from city center
60
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities

Annapolis @Gate 1 Steps To The Harbor Free Parking

Up to 5 guests can stay at 1-bedroom Annapolis @Gate 1 Steps To The Harbor Free Parking Villa and enjoy the preserved 1774 Hammond-Harwood House, located approximately a 5-minute walk away. Providing guests with Wi-Fi and a private parking lot, the property is 2.1 km from Truxton City Park.

9.4
5 reviews
Luxury Rooftop Pool & Dock Steps To Downtown Luxury Rooftop Pool & Dock Steps To Downtown

Luxury Rooftop Pool & Dock Steps To Downtown

316 Burnside St
0.9 km (0.6 mi) from city center
49
  • Free parking
  • Air conditioning
  • Heating
  • Rooftop pool
  • Pool with view
  • Outdoor swimming pool

Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa is located 13 minutes' walk from Annapolis Historic District and provides an outdoor swimming pool, ensuring a relaxing stay. The 2-bedroom holiday home hosts up to 6 guests and provides them with a private parking lot.

10
1 reviews
~ US$499 / night

Luxury Rooftop Pool & Dock Steps To Downtown

0.9 km (0.6 mi) from city center
49
  • Free parking
  • Air conditioning
  • Heating
  • Rooftop pool
  • Pool with view
  • Outdoor swimming pool

Luxury Rooftop Pool & Dock Steps To Downtown

Luxury Rooftop Pool & Dock Steps To Downtown Annapolis villa is located 13 minutes' walk from Annapolis Historic District and provides an outdoor swimming pool, ensuring a relaxing stay. The 2-bedroom holiday home hosts up to 6 guests and provides them with a private parking lot.

10
1 reviews
From US$ 499 / night
4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

1228 Ramblewood Drive
7.6 km (4.7 mi) from city center
17
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Sun terrace

Offering a sundeck and a golf course for guests' leisure, 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 Villa is situated a 9-minute walk from Christ Our Anchor Presbyterian Church. The 4-bedroom holiday home hosts up to 12 guests and provides them with parking.

10
2 reviews
~ US$520 / night

4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

7.6 km (4.7 mi) from city center
17
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Sun terrace

4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12

Offering a sundeck and a golf course for guests' leisure, 4Br House Mins To Downtown Annapolis With Firepit, Basement Bar, & Sleeps 12 Villa is situated a 9-minute walk from Christ Our Anchor Presbyterian Church. The 4-bedroom holiday home hosts up to 12 guests and provides them with parking.

10
2 reviews
From US$ 520 / night
  • Top location
Spectacular Location Two Bedroom State Circle Apartment Spectacular Location Two Bedroom State Circle Apartment

Spectacular Location Two Bedroom State Circle Apartment

94 State Circle
0.2 km (0.1 mi) from city center
74
  • Cookware/ Kitchen utensils
  • Car park
    Charges may apply
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Featuring a quiet location, the 2-bedroom Spectacular Location Two Bedroom State Circle Apartment Annapolis offers views of the garden, nearly a 5-minute walk from Maryland State House. The 74 m² apartment is situated 46 km from Union Marc Washington train station and just around the corner from Saint Johns Street & College Avenue Far-side Northbound bus station.

8.8
9 reviews
~ US$350 / night

Spectacular Location Two Bedroom State Circle Apartment

0.2 km (0.1 mi) from city center
74
  • Cookware/ Kitchen utensils
  • Car park
    Charges may apply
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Spectacular Location Two Bedroom State Circle Apartment

Featuring a quiet location, the 2-bedroom Spectacular Location Two Bedroom State Circle Apartment Annapolis offers views of the garden, nearly a 5-minute walk from Maryland State House. The 74 m² apartment is situated 46 km from Union Marc Washington train station and just around the corner from Saint Johns Street & College Avenue Far-side Northbound bus station.

8.8
9 reviews
From US$ 350 / night
All Star Annapolis Retreat - Walk To Stadium All Star Annapolis Retreat - Walk To Stadium

All Star Annapolis Retreat - Walk To Stadium

311 Dewey Drive
2.0 km (1.2 mi) from city center
296
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

Staying at the 3-bedroom All Star Annapolis Retreat - Walk To Stadium villa, guests can easily reach Chase Lloyd House, located about a 25-minute walk away. This Annapolis holiday home is suitable for up to 10 guests and features a car park.

10
2 reviews
~ US$709 / night

All Star Annapolis Retreat - Walk To Stadium

2.0 km (1.2 mi) from city center
296
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Ironing facilities
  • Tea and coffee facilities
  • Patio

All Star Annapolis Retreat - Walk To Stadium

Staying at the 3-bedroom All Star Annapolis Retreat - Walk To Stadium villa, guests can easily reach Chase Lloyd House, located about a 25-minute walk away. This Annapolis holiday home is suitable for up to 10 guests and features a car park.

10
2 reviews
From US$ 709 / night
Modern Gem Near Historic Annapolis & Naval Academy Modern Gem Near Historic Annapolis & Naval Academy

Modern Gem Near Historic Annapolis & Naval Academy

2071 Old Admiral Ct
3.6 km (2.2 mi) from city center
242
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities
  • Heating
  • Terrace

The 4-bedroom Modern Gem Near Historic Annapolis & Naval Academy Villa accommodates up to 8 guests and offers a prime location nearly a 10-minute ride from such places of worship as Saint Mary Catholic Church. Located 3.7 km from Maryland State House, the Annapolis holiday home provides Wi-Fi and a private parking lot.

10
1 reviews

Modern Gem Near Historic Annapolis & Naval Academy

3.6 km (2.2 mi) from city center
242
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities
  • Heating
  • Terrace

Modern Gem Near Historic Annapolis & Naval Academy

The 4-bedroom Modern Gem Near Historic Annapolis & Naval Academy Villa accommodates up to 8 guests and offers a prime location nearly a 10-minute ride from such places of worship as Saint Mary Catholic Church. Located 3.7 km from Maryland State House, the Annapolis holiday home provides Wi-Fi and a private parking lot.

10
1 reviews
Dta Row Home Walk To City Dock & The Yard Dta Row Home Walk To City Dock & The Yard

Dta Row Home Walk To City Dock & The Yard

173 Prince George Street
0.4 km (0.2 mi) from city center
  • Air conditioning
  • Heating

Situated 0.6 km from the public maritime United States Naval Academy Museum, Dta Row Home Walk To City Dock & The Yard Annapolis is ideal for up to 6 guests. Located in the vicinity of St. Anne's Episcopal Church, this 2-bedroom villa provides Wi-Fi and a car park.

10
1 reviews

Dta Row Home Walk To City Dock & The Yard

0.4 km (0.2 mi) from city center
  • Air conditioning
  • Heating

Dta Row Home Walk To City Dock & The Yard

Situated 0.6 km from the public maritime United States Naval Academy Museum, Dta Row Home Walk To City Dock & The Yard Annapolis is ideal for up to 6 guests. Located in the vicinity of St. Anne's Episcopal Church, this 2-bedroom villa provides Wi-Fi and a car park.

10
1 reviews

Are you in a hurry?

Here is a quick list of Vacation Rentals in Annapolis, selected based on their rating

Name of hotel Accommodation Rating Price, $
Vintage Charm: Annapolis Retreat

9.7 / 10

(11 Reviews)

From 365$
Neptune By The Water

10.0 / 10

(8 Reviews)

From 321$
Waterfront Annapolis Cottage: Fire Pit & Pier

9.4 / 10

(6 Reviews)

From 259$
Downtown Annapolis King George 3Rd Floor Hideaway

8.7 / 10

(9 Reviews)

From 248$
Private Single Family Home Close To Both Water And Downtown!

9.4 / 10

(7 Reviews)

From 422$

Frequently Asked Questions

What are the best Annapolis vacation rentals near the historic district?

Many Annapolis vacation rentals, such as the Waterfront Annapolis Cottage and Vintage Charm: Annapolis Retreat, are just a short walk from the historic district. These rentals often have unique local character and provide a cozy stay.

Tip:

To enjoy the historic charm, stroll along Main Street before 10 a.m. when shops are quieter.

Which Annapolis vacation rentals are suitable for families with kids?

Properties like the Downtown Annapolis King George 3rd Floor Hideaway and the 4Br House Mins To Downtown Annapolis are great for families, providing spacious accommodations. They are conveniently located near parks and kid-friendly attractions.

Tip:

Pack a picnic and head to Quiet Waters Park on weekends; it features playgrounds and beautiful walking trails.

Are there dog-friendly Annapolis vacation rentals?

Yes, there are vacation rentals like the Annapolis @Gate 1 that welcome pets. This can make traveling with your furry friend easier.

Tip:

Check local leash laws before walking your dog near any parks in the area.

Which Annapolis vacation rentals offer beautiful views?

The Oasis By The Bay - Waterfront Heated Pool Hot Tub and Neptune By The Water both provide stunning waterfront views. Relaxing by the water can make your stay even more enjoyable.

Tip:

Book a waterfront rental during sunset to experience breathtaking views over the bay.

What are the best Annapolis vacation rentals with pools?

For a refreshing swim, consider the Oasis By The Bay - Waterfront Heated Pool Hot Tub or the Luxury Rooftop Pool & Dock. Both options provide excellent pool amenities.

Tip:

Visit the pool area during off-peak hours, like early morning, for a quieter experience.

How can I find affordable Annapolis vacation rentals?

Look for options like The Pool Loft At Poplar Hill or Downtown Annapolis King George 3rd Floor Hideaway, which offer budget-friendly stays without sacrificing comfort. Off-season bookings can also reduce costs.

Tip:

Consider visiting Annapolis in late fall for lower rental rates and fewer crowds.

Which Annapolis vacation rentals are nearby local attractions?

Accommodations like the Fisher House - Downtown Annapolis! and Spectacular Location Two Bedroom State Circle Apartment provide easy access to attractions. You'll be close to many sites like the United States Naval Academy.

Tip:

Plan to explore downtown attractions early in the day to avoid afternoon crowds.

What unique events should I attend in Annapolis?

Annually, the Annapolis Boat Shows and the Maryland Renaissance Festival attract many visitors. They showcase local culture and activities.

Tip:

Plan your visit in October for the Boat Show; it's a vibrant event with thousands of attendees and events around the harbor.

How can I easily get around Annapolis?

Annapolis has a convenient bus service and walkable downtown. Many attractions are close together, making walking a great way to explore.

Tip:

Use the free circulator bus if staying around downtown to reach key spots without a car.

What should I know about shopping in Annapolis?

For unique local shopping, visit the boutiques on Main Street and West Street. You'll find arts, crafts, and specialty goods that reflect the local culture.

Tip:

Check for seasonal sales, especially during the winter holidays, to find great deals.

Location