Ashland
2 guests

Adults:

2

Children:

0

Child’s age:

Ashland

Nov 12 - Nov 13 ·
2 guests

Ashland Vacation Rentals

Ashland
2 guests

Adults:

2

Children:

0

Child’s age:

Over 5 stays assessed to highlight the standout picks

Navigation

1. Lenroot Lodge

2. Honeybear Hideaway Cabin

3. Fancy Fireflies Cabin

4. Hemlock House

Cheap Ashland Vacation Rentals

5. White Horse Stable

6. Lakeshore Lily Pad

7. North Shore Cabin W/ Fire Pit By Gooseberry Falls!

Pet Friendly Vacation Rentals Ashland Wisconsin

8. Loon'S Landing

9. Snow Otter Haus - 1

10. Downtown Yellow Room At Villages On Aurora

Ashland Luxury Vacation Rentals

Vacation rentals near Ashland

  • Best-rated
Lenroot Lodge Lenroot Lodge

Lenroot Lodge

13505 N U.S. Highway 63
58.6 km (36.4 mi) from Ashland
  • Restaurant
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Terrace

Lenroot Lodge Seeley is located a 10-minute drive from Runamuk Rides and invites guests to join canyoning, snow skiing, and hiking.

8.8
163 reviews
~ US$120 / night

Lenroot Lodge

58.6 km (36.4 mi) from Ashland
  • Restaurant
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Terrace

Lenroot Lodge

Lenroot Lodge Seeley is located a 10-minute drive from Runamuk Rides and invites guests to join canyoning, snow skiing, and hiking.

8.8
163 reviews
From US$ 120 / night
Honeybear Hideaway Cabin Honeybear Hideaway Cabin

Honeybear Hideaway Cabin

15889 Enzian Shore Drive
74.1 km (46.0 mi) from Ashland
23
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

The cosy Honeybear Hideaway Cabin Hayward is located 20 minutes' walk from Chequamegon Fat Tire Festival Start and invites guests to join cycling and fisheries. With space for up to 4 guests, the 1-bedroom holiday home offers a casino to keep everyone entertained.

9.5
33 reviews
~ US$132 / night

Honeybear Hideaway Cabin

74.1 km (46.0 mi) from Ashland
23
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

Honeybear Hideaway Cabin

The cosy Honeybear Hideaway Cabin Hayward is located 20 minutes' walk from Chequamegon Fat Tire Festival Start and invites guests to join cycling and fisheries. With space for up to 4 guests, the 1-bedroom holiday home offers a casino to keep everyone entertained.

9.5
33 reviews
From US$ 132 / night
Fancy Fireflies Cabin Fancy Fireflies Cabin

Fancy Fireflies Cabin

15887 Enzian Shore Drive
74.1 km (46.1 mi) from Ashland
19
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

Nestled about a 25-minute walk from Hayward Golf & Tennis, the cosy Fancy Fireflies Cabin Hayward entices guests to explore various tourist destinations nearby. Guests can enjoy cycling and fisheries at this 1-bedroom villa, located 4.2 km from Hatchery Creek Trailhead.

9.4
24 reviews
~ US$141 / night

Fancy Fireflies Cabin

74.1 km (46.1 mi) from Ashland
19
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

Fancy Fireflies Cabin

Nestled about a 25-minute walk from Hayward Golf & Tennis, the cosy Fancy Fireflies Cabin Hayward entices guests to explore various tourist destinations nearby. Guests can enjoy cycling and fisheries at this 1-bedroom villa, located 4.2 km from Hatchery Creek Trailhead.

9.4
24 reviews
From US$ 141 / night

Cheap Ashland Vacation Rentals

Hemlock House Hemlock House

Hemlock House

1004 North Hemlock Street
62.0 km (38.5 mi) from Ashland
158
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Staying at the 2-bedroom Hemlock House Villa Ironwood, guests can easily reach Ironwood Historic Depot & Museum, located just 1.4 km away. The Ironwood villa is suitable for up to 6 guests and features private parking.

8.7
17 reviews
~ US$108 / night

Hemlock House

62.0 km (38.5 mi) from Ashland
158
  • Cookware/ Kitchen utensils
  • Free parking
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Hemlock House

Staying at the 2-bedroom Hemlock House Villa Ironwood, guests can easily reach Ironwood Historic Depot & Museum, located just 1.4 km away. The Ironwood villa is suitable for up to 6 guests and features private parking.

8.7
17 reviews
From US$ 108 / night
White Horse Stable White Horse Stable

White Horse Stable

91405 W Old County K Rd
36.1 km (22.4 mi) from Ashland
  • Picnic area/ Tables
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

Located 2.7 km from Township of Russell Comm Ctr, White Horse Stable Apartment Bayfield gives access to a number of tourist attractions in the area.

7.9
37 reviews
~ US$105 / night

White Horse Stable

36.1 km (22.4 mi) from Ashland
  • Picnic area/ Tables
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Garden area

White Horse Stable

Located 2.7 km from Township of Russell Comm Ctr, White Horse Stable Apartment Bayfield gives access to a number of tourist attractions in the area.

7.9
37 reviews
From US$ 105 / night
  • Great deal
Lakeshore Lily Pad Lakeshore Lily Pad

Lakeshore Lily Pad

15881 Enzian Shore Drive
74.1 km (46.0 mi) from Ashland
23
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

Staying at the 1-bedroom Lakeshore Lily Pad Hayward villa, guests can visit Lake Hayward, which is approximately a 25-minute walk away. This Hayward holiday home can host 4 guests and includes a casino to ensure their enjoyment.

Highlights at the Hayward accommodation include a patio and a golf course, as well as cycling and fisheries for sport lovers.

9.5
32 reviews
~ US$90 / night

Lakeshore Lily Pad

74.1 km (46.0 mi) from Ashland
23
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

Lakeshore Lily Pad

Staying at the 1-bedroom Lakeshore Lily Pad Hayward villa, guests can visit Lake Hayward, which is approximately a 25-minute walk away. This Hayward holiday home can host 4 guests and includes a casino to ensure their enjoyment.

Highlights at the Hayward accommodation include a patio and a golf course, as well as cycling and fisheries for sport lovers.

9.5
32 reviews
From US$ 90 / night

Pet Friendly Vacation Rentals Ashland Wisconsin

  • Beach access
North Shore Cabin W/ Fire Pit By Gooseberry Falls! North Shore Cabin W/ Fire Pit By Gooseberry Falls!

North Shore Cabin W/ Fire Pit By Gooseberry Falls!

Two Harbors, Mn, 55616
73.6 km (45.7 mi) from Ashland
137
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating

Located just 0.9 km from Gooseberry Falls, the 3-bedroom North Shore Cabin W/ Fire Pit By Gooseberry Falls! Castle Danger provides access to various tourist attractions in the vicinity. This Castle Danger holiday home accommodates up to 8 guests and has hire available for rental.

9.6
10 reviews
~ US$383 / night

North Shore Cabin W/ Fire Pit By Gooseberry Falls!

73.6 km (45.7 mi) from Ashland
137
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating

North Shore Cabin W/ Fire Pit By Gooseberry Falls!

Located just 0.9 km from Gooseberry Falls, the 3-bedroom North Shore Cabin W/ Fire Pit By Gooseberry Falls! Castle Danger provides access to various tourist attractions in the vicinity. This Castle Danger holiday home accommodates up to 8 guests and has hire available for rental.

9.6
10 reviews
From US$ 383 / night
Loon'S Landing Loon'S Landing

Loon'S Landing

5321 N. Paul Road
79.6 km (49.4 mi) from Ashland
112
  • Air conditioning
  • Tea and coffee facilities
  • Heating

Offering a location around a 25-minute walk from Weber Lake, the 2-bedroom Loon'S Landing Villa Mercer gives access to various tourist spots in the area. This 2-bathroom villa hosts up to 6 guests and provides them with a car park.

9.2
4 reviews
~ US$175 / night

Loon'S Landing

79.6 km (49.4 mi) from Ashland
112
  • Air conditioning
  • Tea and coffee facilities
  • Heating

Loon'S Landing

Offering a location around a 25-minute walk from Weber Lake, the 2-bedroom Loon'S Landing Villa Mercer gives access to various tourist spots in the area. This 2-bathroom villa hosts up to 6 guests and provides them with a car park.

9.2
4 reviews
From US$ 175 / night
Snow Otter Haus - 1 Snow Otter Haus - 1

Snow Otter Haus - 1

6402 Snowflake Street
67.8 km (42.2 mi) from Ashland
70
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Flat-screen TV
  • Heating
  • Skiing

Snow Otter Haus - 1 Villa Bessemer is nestled 7 minutes on foot from the 250 - acre Big Powderhorn Mountain Resort and can accommodate up to 4 guests. Located 3 km from Wolverine Nordic Ski Trail, the 2-bedroom holiday home provides Wi-Fi and parking.

8.5
12 reviews
~ US$197 / night

Snow Otter Haus - 1

67.8 km (42.2 mi) from Ashland
70
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Flat-screen TV
  • Heating
  • Skiing

Snow Otter Haus - 1

Snow Otter Haus - 1 Villa Bessemer is nestled 7 minutes on foot from the 250 - acre Big Powderhorn Mountain Resort and can accommodate up to 4 guests. Located 3 km from Wolverine Nordic Ski Trail, the 2-bedroom holiday home provides Wi-Fi and parking.

8.5
12 reviews
From US$ 197 / night

Ashland Vacation Rentals Oceanfront

Downtown Yellow Room At Villages On Aurora Downtown Yellow Room At Villages On Aurora

Downtown Yellow Room At Villages On Aurora

133 West Aurora Street
62.7 km (39.0 mi) from Ashland
74
  • Cookware/ Kitchen utensils
  • Free parking
  • Housekeeping
  • Air conditioning
  • Luggage storage
  • Golf centre

Downtown Yellow Room At Villages On Aurora Ironwood villa provides a golf course, a living area, and a dining table for guests' leisure, and is nearly a 20-minute walk from Ottawa National Forest. Offering horse riding tours, this property can accommodate up to 5 people.

Nearby activities include horseback riding, cycling, and fisheries.

9.6
5 reviews
~ US$130 / night

Downtown Yellow Room At Villages On Aurora

62.7 km (39.0 mi) from Ashland
74
  • Cookware/ Kitchen utensils
  • Free parking
  • Housekeeping
  • Air conditioning
  • Luggage storage
  • Golf centre

Downtown Yellow Room At Villages On Aurora

Downtown Yellow Room At Villages On Aurora Ironwood villa provides a golf course, a living area, and a dining table for guests' leisure, and is nearly a 20-minute walk from Ottawa National Forest. Offering horse riding tours, this property can accommodate up to 5 people.

Nearby activities include horseback riding, cycling, and fisheries.

9.6
5 reviews
From US$ 130 / night
Four-Season Lake Cabin W/ Canoe & Paddle Boat! Four-Season Lake Cabin W/ Canoe & Paddle Boat!

Four-Season Lake Cabin W/ Canoe & Paddle Boat!

1616 Jim Miller Rd
53.7 km (33.4 mi) from Ashland
145
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Heating
  • Terrace
  • Patio

The 2-bedroom Four-Season Lake Cabin W/ Canoe & Paddle Boat! Gordon offers proximity to nearby tourist spots, such as Middle Eau Claire Lake, situated approximately 10 minutes away by car. This property hosts up to 6 guests and provides them with private parking.

The area is popular for those who like canyoning.

10
1 reviews
~ US$233 / night

Four-Season Lake Cabin W/ Canoe & Paddle Boat!

53.7 km (33.4 mi) from Ashland
145
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Heating
  • Terrace
  • Patio

Four-Season Lake Cabin W/ Canoe & Paddle Boat!

The 2-bedroom Four-Season Lake Cabin W/ Canoe & Paddle Boat! Gordon offers proximity to nearby tourist spots, such as Middle Eau Claire Lake, situated approximately 10 minutes away by car. This property hosts up to 6 guests and provides them with private parking.

The area is popular for those who like canyoning.

10
1 reviews
From US$ 233 / night
Hayward Home W/ Private Deck, Fire Pit & Kayak! Hayward Home W/ Private Deck, Fire Pit & Kayak!

Hayward Home W/ Private Deck, Fire Pit & Kayak!

11190 W Kelsey Rd
70.2 km (43.6 mi) from Ashland
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating

Located nearly a 10-minute ride from Chippewa Flowage, the 3-bedroom Hayward Home W/ Private Deck, Fire Pit & Kayak! offers a game room for guests' entertainment.

9.7
3 reviews
~ US$288 / night

Hayward Home W/ Private Deck, Fire Pit & Kayak!

70.2 km (43.6 mi) from Ashland
167
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating

Hayward Home W/ Private Deck, Fire Pit & Kayak!

Located nearly a 10-minute ride from Chippewa Flowage, the 3-bedroom Hayward Home W/ Private Deck, Fire Pit & Kayak! offers a game room for guests' entertainment.

9.7
3 reviews
From US$ 288 / night

Ashland Vacation Rentals with Private Pool

Lakefront Mercer Home: Private Dock & Kayaks! Lakefront Mercer Home: Private Dock & Kayaks!

Lakefront Mercer Home: Private Dock & Kayaks!

4954 Musky Point Rd
76.5 km (47.5 mi) from Ashland
130
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating

Hosting up to 4 guests, the 2-bedroom Lakefront Mercer Home: Private Dock & Kayaks! is located in a natural area, 3.6 km from Weber Lake. Guests can enjoy canyoning at this property, located around 10 minutes by car from Trude Lake.

10
1 reviews
~ US$236 / night

Lakefront Mercer Home: Private Dock & Kayaks!

76.5 km (47.5 mi) from Ashland
130
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Ironing facilities
  • Heating

Lakefront Mercer Home: Private Dock & Kayaks!

Hosting up to 4 guests, the 2-bedroom Lakefront Mercer Home: Private Dock & Kayaks! is located in a natural area, 3.6 km from Weber Lake. Guests can enjoy canyoning at this property, located around 10 minutes by car from Trude Lake.

10
1 reviews
From US$ 236 / night
  • Top location
Wild Rice Retreat Wild Rice Retreat

Wild Rice Retreat

84860 Old San Rd
26.8 km (16.6 mi) from Ashland
  • Cookware/ Kitchen utensils
  • Free parking
  • Tea and coffee facilities
  • Sauna
  • Fitness centre
  • Patio

During the stay at Wild Rice Retreat Villa Bayfield, guests can indulge in hiking or visit Big Ravine Trail, located 2.6 km away. Featuring a sauna, this lodge is 25 minutes on foot from Bayfield Maritime Museum.

Fitness facilities feature yoga instruction.

9.2
15 reviews
~ US$466 / night

Wild Rice Retreat

26.8 km (16.6 mi) from Ashland
  • Cookware/ Kitchen utensils
  • Free parking
  • Tea and coffee facilities
  • Sauna
  • Fitness centre
  • Patio

Wild Rice Retreat

During the stay at Wild Rice Retreat Villa Bayfield, guests can indulge in hiking or visit Big Ravine Trail, located 2.6 km away. Featuring a sauna, this lodge is 25 minutes on foot from Bayfield Maritime Museum.

Fitness facilities feature yoga instruction.

9.2
15 reviews
From US$ 466 / night
Cable Townhome #3 Condo Cable Townhome #3 Condo

Cable Townhome #3 Condo

14625 Resort Road
43.7 km (27.2 mi) from Ashland
  • BBQ facilities
  • Free parking
  • Tea and coffee facilities
  • Heating

The 2-bedroom Cable Townhome #3 Condo villa is located about a 10-minute ride from Perry Lake, giving access to various tourist spots nearby. With a maximum capacity of 8 guests, this Cable holiday home offers private parking.

At the Cable accommodation, biking, hiking, and fisheries can be arranged upon request.

10
1 reviews
~ US$396 / night

Cable Townhome #3 Condo

43.7 km (27.2 mi) from Ashland
  • BBQ facilities
  • Free parking
  • Tea and coffee facilities
  • Heating

Cable Townhome #3 Condo

The 2-bedroom Cable Townhome #3 Condo villa is located about a 10-minute ride from Perry Lake, giving access to various tourist spots nearby. With a maximum capacity of 8 guests, this Cable holiday home offers private parking.

At the Cable accommodation, biking, hiking, and fisheries can be arranged upon request.

10
1 reviews
From US$ 396 / night

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Lenroot Lodge

8.8 / 10

(163 Reviews)

From 120$
Honeybear Hideaway Cabin

9.5 / 10

(33 Reviews)

From 132$
Fancy Fireflies Cabin

9.4 / 10

(24 Reviews)

From 141$
Hemlock House

8.7 / 10

(17 Reviews)

From 108$
White Horse Stable

7.9 / 10

(37 Reviews)

From 105$

Frequently Asked Questions

What Ashland vacation rentals are best for a family getaway?

Lakeshore Lily Pad and Hemlock House both offer spacious accommodations and family-friendly amenities. They provide beautiful spots for outdoor activities and family gatherings.

Tip:

Book your stay in May for more availability and better rates as it's less crowded, giving families access to more tranquility.

Which vacation rentals in Ashland are dog-friendly?

Fancy Fireflies Cabin and White Horse Stable welcome dogs and offer plenty of outdoor space. You can enjoy hiking trails nearby that are perfect for walks with your pets.

Tip:

Check if the rental has a fenced yard, as it provides a safer area for your dog to play.

What are the best Ashland vacation rentals with a hot tub?

The Wild Rice Retreat and the North Shore Cabin feature relaxing hot tubs. Enjoy soaking under the stars after a day of exploration.

Tip:

Visit during winter for a magical experience as the snowy surroundings provide a cozy vibe.

Are there affordable vacation rentals near downtown Ashland?

Lenroot Lodge and Downtown Yellow Room at Villages On Aurora offer budget-friendly rates. Both rentals are conveniently located near local dining and shops.

Tip:

Plan your visit on weekdays to find lower rates and avoid weekend rush.

Which Ashland rentals are close to scenic views of the lake?

Lakefront Mercer Home and Loon's Landing provide stunning views of the lake. Enjoy picturesque sunsets right from your accommodation.

Tip:

Book in advance for summer to secure your desired rental during peak viewing times.

What Ashland vacation rentals are suitable for extended stays?

Cable Townhome #3 Condo and Hayward Home offer amenities ideal for longer visits, including full kitchens and spacious living areas. They create a comfortable home-away-from-home feel.

Tip:

Inquire about discounts for weekly stays to save on longer visits.

Where can I find upscale vacation rentals in Ashland?

The Wild Rice Retreat and North Shore Cabin W/ Fire Pit By Gooseberry Falls offer luxurious stays with premium features. Expect modern amenities and serene surroundings.

Tip:

Consider off-season booking in late fall to find better deals on upscale rentals.

What unique activities can I do while staying in Ashland?

You can visit the Ashland Historical Museum and explore local art galleries. Don't miss the chance to enjoy water activities on Chequamegon Bay.

Tip:

Check for schedule updates on local arts and music events; attending on weekends often features more activities.

How can I easily get around Ashland?

Ashland has a compact layout, making walking convenient. For longer distances, consider renting a bike to explore scenic trails.

Tip:

Visit during summer months when biking along the waterfront trail is particularly enjoyable.

What local events should I plan around when visiting Ashland?

The Bayfield Apple Festival in October is a must-see, featuring local apple growers and crafts. It draws many visitors for its community atmosphere.

Tip:

Book accommodations early for festival weekends to ensure better availability and rates.

Location