Islesboro
2 guests

Adults:

2

Children:

0

Child’s age:

Islesboro

Nov 04 - Nov 05 ·
2 guests

Islesboro Vacation Rentals

Islesboro
2 guests

Adults:

2

Children:

0

Child’s age:

Navigation

1. South Point On 700 Acre Island

2. Colonial Gables Oceanfront Village

3. Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

4. Bar Harbor Cottages & Suites

Cheap Vacation Rentals in Islesboro Maine

5. Pond Memories - National Parks Suite - Paddling Included!

6. The Sovereign Suite - Cozy And Convenient With Home Theater

7. Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

Pet Friendly Vacation Rentals Islesboro Maine

8. Vana Kuti-Cabin In The Woods

9. Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience

10. Charming Studio ~ 20 Mi To Acadia Nat'L Park!

Luxury Vacation Rentals Islesboro

  • Great deal
South Point On 700 Acre Island South Point On 700 Acre Island

South Point On 700 Acre Island

South Point House On 700 Acre Island
7.2 km (4.4 mi) from city center
223
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Flat-screen TV
  • Heating
  • Golf centre

Featuring a bicycle trail to make your visit more entertaining, South Point On 700 Acre Island Villa Islesboro is 5 minutes' walk from Seven Hundred Acre Island. The 5-bedroom holiday home hosts up to 8 guests and provides them with a private parking lot.

South Point On 700 Acre Island

7.2 km (4.4 mi) from city center
223
  • Cookware/ Kitchen utensils
  • Free parking
  • VIP check-in/ -out
  • Flat-screen TV
  • Heating
  • Golf centre

South Point On 700 Acre Island

Featuring a bicycle trail to make your visit more entertaining, South Point On 700 Acre Island Villa Islesboro is 5 minutes' walk from Seven Hundred Acre Island. The 5-bedroom holiday home hosts up to 8 guests and provides them with a private parking lot.

Vacation rentals near Islesboro

  • Best-rated
  • Private beach
Colonial Gables Oceanfront Village Colonial Gables Oceanfront Village

Colonial Gables Oceanfront Village

7 Eagle Avenue
14.4 km (8.9 mi) from Islesboro
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace

Nestled around a 25-minute walk from Moose Point State Park, Colonial Gables Oceanfront Village Belfast villa is boasting a sunbathing terrace, a shuffleboard court, and playground for guests' enjoyment. Located 4.9 km from the superb Penobscot Marine Museum, this property provides Wi-Fi and parking.

Volleyball and fisheries are available.

9.2
803 reviews
~ US$180 / night

Colonial Gables Oceanfront Village

14.4 km (8.9 mi) from Islesboro
  • BBQ facilities
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace

Colonial Gables Oceanfront Village

Nestled around a 25-minute walk from Moose Point State Park, Colonial Gables Oceanfront Village Belfast villa is boasting a sunbathing terrace, a shuffleboard court, and playground for guests' enjoyment. Located 4.9 km from the superb Penobscot Marine Museum, this property provides Wi-Fi and parking.

Volleyball and fisheries are available.

9.2
803 reviews
From US$ 180 / night
Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

58 Water Street
69.5 km (43.2 mi) from Islesboro
47
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf centre

Located about 5 minutes on foot from Historic New England Nickels-Sortwell House, the 1-bedroom Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Wiscasset villa offers opportunities for hiking, mini golf, and cycling in the area. With a maximum capacity of 2 guests, the Wiscasset holiday home offers private car parking.

9.3
18 reviews
~ US$49 / night

Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

69.5 km (43.2 mi) from Islesboro
47
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Flat-screen TV
  • Golf centre

Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

Located about 5 minutes on foot from Historic New England Nickels-Sortwell House, the 1-bedroom Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants Wiscasset villa offers opportunities for hiking, mini golf, and cycling in the area. With a maximum capacity of 2 guests, the Wiscasset holiday home offers private car parking.

9.3
18 reviews
From US$ 49 / night

Cheap Vacation Rentals in Islesboro Maine

Bar Harbor Cottages & Suites Bar Harbor Cottages & Suites

Bar Harbor Cottages & Suites

144 Old Bar Harbor Road
50.9 km (31.6 mi) from Islesboro
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Flat-screen TV
  • Garden area

Situated nearly 5 minutes' walk from Eden Baptist Church, Bar Harbor Cottages & Suites entices guests to explore various tourist attractions in the area.

9.2
363 reviews
~ US$328 / night

Bar Harbor Cottages & Suites

50.9 km (31.6 mi) from Islesboro
  • BBQ facilities
  • Free parking
  • Tours/Ticket assistance
  • Air conditioning
  • Flat-screen TV
  • Garden area

Bar Harbor Cottages & Suites

Situated nearly 5 minutes' walk from Eden Baptist Church, Bar Harbor Cottages & Suites entices guests to explore various tourist attractions in the area.

9.2
363 reviews
From US$ 328 / night
Pond Memories - National Parks Suite - Paddling Included! Pond Memories - National Parks Suite - Paddling Included!

Pond Memories - National Parks Suite - Paddling Included!

326 Patten Pond Road
38.3 km (23.8 mi) from Islesboro
22
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace

Pond Memories - National Parks Suite - Paddling Included! Surry provides guests with Wi-Fi, as well as a private garden with a sun terrace.

Other facilities at this accommodation include a sunbathing terrace and a picnic area.

9.7
29 reviews
~ US$170 / night

Pond Memories - National Parks Suite - Paddling Included!

38.3 km (23.8 mi) from Islesboro
22
  • Shared kitchen
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Sun terrace

Pond Memories - National Parks Suite - Paddling Included!

Pond Memories - National Parks Suite - Paddling Included! Surry provides guests with Wi-Fi, as well as a private garden with a sun terrace.

Other facilities at this accommodation include a sunbathing terrace and a picnic area.

9.7
29 reviews
From US$ 170 / night
The Sovereign Suite - Cozy And Convenient With Home Theater The Sovereign Suite - Cozy And Convenient With Home Theater

The Sovereign Suite - Cozy And Convenient With Home Theater

580 W Old Town Rd, Apt A
75.8 km (47.1 mi) from Islesboro
74
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Patio

Situated approximately a 10-minute ride from Hirundo Wildlife Refuge, the spacious 74 m² The Sovereign Suite - Cozy And Convenient With Home Theater Old Town provides guests with Wi-Fi for either business or leisure.

9.8
10 reviews
~ US$87 / night

The Sovereign Suite - Cozy And Convenient With Home Theater

75.8 km (47.1 mi) from Islesboro
74
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Tea and coffee facilities
  • Heating
  • Patio

The Sovereign Suite - Cozy And Convenient With Home Theater

Situated approximately a 10-minute ride from Hirundo Wildlife Refuge, the spacious 74 m² The Sovereign Suite - Cozy And Convenient With Home Theater Old Town provides guests with Wi-Fi for either business or leisure.

9.8
10 reviews
From US$ 87 / night

Pet Friendly Vacation Rentals Islesboro Maine

Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

5 Bufflehead Cove Rd
76.7 km (47.7 mi) from Islesboro
112
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Garden area

The 1-bedroom Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Boothbay Harbor villa can host up to 4 guests, boasting a convenient location 3.8 km from iconic cultural attractions such as Boothbay Railway Village Museum. Located within a 10-minute drive of Boothbay Region Land Trust, the holiday home comes with a patio and a golf course for added enjoyment.

The outdoor activities include canyoning, snow skiing, and cycling.

9.3
30 reviews
~ US$117 / night

Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

76.7 km (47.7 mi) from Islesboro
112
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Garden area

Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views

The 1-bedroom Brand New Guest Apartment With Furnished Deck, Fast Wifi, Dock, & Water Views Boothbay Harbor villa can host up to 4 guests, boasting a convenient location 3.8 km from iconic cultural attractions such as Boothbay Railway Village Museum. Located within a 10-minute drive of Boothbay Region Land Trust, the holiday home comes with a patio and a golf course for added enjoyment.

The outdoor activities include canyoning, snow skiing, and cycling.

9.3
30 reviews
From US$ 117 / night
Vana Kuti-Cabin In The Woods Vana Kuti-Cabin In The Woods

Vana Kuti-Cabin In The Woods

49 Gillette Road
22.0 km (13.6 mi) from Islesboro
42
  • BBQ facilities
  • Free parking
  • Tea and coffee facilities
  • Heating
  • Golf centre
  • Terrace

Situated around 20 minutes' walk from Bald Mountain Preserve, Vana Kuti-Cabin In The Woods Camden entices guests to explore various tourist attractions in the area.

8.9
49 reviews
~ US$128 / night

Vana Kuti-Cabin In The Woods

22.0 km (13.6 mi) from Islesboro
42
  • BBQ facilities
  • Free parking
  • Tea and coffee facilities
  • Heating
  • Golf centre
  • Terrace

Vana Kuti-Cabin In The Woods

Situated around 20 minutes' walk from Bald Mountain Preserve, Vana Kuti-Cabin In The Woods Camden entices guests to explore various tourist attractions in the area.

8.9
49 reviews
From US$ 128 / night
  • Top location
Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience

Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience

67 Atlantic Highway Cabin 100
6.7 km (4.2 mi) from Islesboro
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Flat-screen TV
  • Tea and coffee facilities
  • Fitness centre

Offering a location approximately 10 minutes by car from Warren Island State Park, the 2-bedroom Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience Northport gives access to various tourist spots in the area. Guests can enjoy snow skiing, horseback riding, and mini golf at this accommodation, located 4.3 km from Grindle Point Sailor's Museum and Lighthouse.

9.3
28 reviews
~ US$190 / night

Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience

6.7 km (4.2 mi) from Islesboro
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Flat-screen TV
  • Tea and coffee facilities
  • Fitness centre

Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience

Offering a location approximately 10 minutes by car from Warren Island State Park, the 2-bedroom Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience Northport gives access to various tourist spots in the area. Guests can enjoy snow skiing, horseback riding, and mini golf at this accommodation, located 4.3 km from Grindle Point Sailor's Museum and Lighthouse.

9.3
28 reviews
From US$ 190 / night

Islesboro Vacation Rentals Oceanfront

Charming Studio ~ 20 Mi To Acadia Nat'L Park! Charming Studio ~ 20 Mi To Acadia Nat'L Park!

Charming Studio ~ 20 Mi To Acadia Nat'L Park!

29 Whitmore Rd
48.0 km (29.8 mi) from Islesboro
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Sun loungers

Situated about 7 km from Contemporary Functional Craft, the 93 m² Charming Studio ~ 20 Mi To Acadia Nat'L Park! Ellsworth provides convenient access to numerous nearby attractions. Wi-Fi and private car parking are also available at this 1-bedroom apartment.

10
5 reviews
~ US$206 / night

Charming Studio ~ 20 Mi To Acadia Nat'L Park!

48.0 km (29.8 mi) from Islesboro
93
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Flat-screen TV
  • Heating
  • Sun loungers

Charming Studio ~ 20 Mi To Acadia Nat'L Park!

Situated about 7 km from Contemporary Functional Craft, the 93 m² Charming Studio ~ 20 Mi To Acadia Nat'L Park! Ellsworth provides convenient access to numerous nearby attractions. Wi-Fi and private car parking are also available at this 1-bedroom apartment.

10
5 reviews
From US$ 206 / night
Howard House Lodge Howard House Lodge

Howard House Lodge

347 Townsend Avenue
75.7 km (47.0 mi) from Islesboro
  • On-site car park
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Situated around a 25-minute walk from Coastal Maine Botanical Gardens, Howard House Lodge Boothbay Harbor entices guests to explore various tourist attractions in the area.

Hiking can be enjoyed in the area.

9
79 reviews
~ US$160 / night

Howard House Lodge

75.7 km (47.0 mi) from Islesboro
  • On-site car park
  • Flat-screen TV
  • Tea and coffee facilities
  • Patio

Howard House Lodge

Situated around a 25-minute walk from Coastal Maine Botanical Gardens, Howard House Lodge Boothbay Harbor entices guests to explore various tourist attractions in the area.

Hiking can be enjoyed in the area.

9
79 reviews
From US$ 160 / night
Pet-Friendly Maine Cottage By Northern Bay Pet-Friendly Maine Cottage By Northern Bay

Pet-Friendly Maine Cottage By Northern Bay

1 Town Landing Rd
22.7 km (14.1 mi) from Islesboro
112
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities

Pet-Friendly Maine Cottage By Northern Bay Penobscot is located within a 10-minute drive of Wight Pond, giving access to various tourist spots nearby. The 1-bedroom welcoming villa hosts up to 3 guests and provides them with private parking.

10
8 reviews
~ US$216 / night

Pet-Friendly Maine Cottage By Northern Bay

22.7 km (14.1 mi) from Islesboro
112
  • Cookware/ Kitchen utensils
  • Free parking
  • Express check-in/ -out
  • Ironing facilities

Pet-Friendly Maine Cottage By Northern Bay

Pet-Friendly Maine Cottage By Northern Bay Penobscot is located within a 10-minute drive of Wight Pond, giving access to various tourist spots nearby. The 1-bedroom welcoming villa hosts up to 3 guests and provides them with private parking.

10
8 reviews
From US$ 216 / night

Islesboro Vacation Rentals with Private Pool

Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location

Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location

183 Atlantic Avenue
77.7 km (48.3 mi) from Islesboro
126
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Garden area

The 3-bedroom Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location Boothbay Harbor is situated only 5 minutes' walk from Sea Pier Aquarium, featuring such comforts as Wi-Fi and private car parking. Suitable for 6 guests, this holiday home offers snorkelling, diving, and cycling to diversify guests' leisure.

9.4
15 reviews
~ US$224 / night

Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location

77.7 km (48.3 mi) from Islesboro
126
  • Cookware/ Kitchen utensils
  • Free parking
  • Air conditioning
  • Flat-screen TV
  • Golf centre
  • Garden area

Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location

The 3-bedroom Coastal Bungalow With Large Yard, Beautiful Kitchen, & Great Location Boothbay Harbor is situated only 5 minutes' walk from Sea Pier Aquarium, featuring such comforts as Wi-Fi and private car parking. Suitable for 6 guests, this holiday home offers snorkelling, diving, and cycling to diversify guests' leisure.

9.4
15 reviews
From US$ 224 / night
210 Main St 210 Main St

210 Main St

210 Main Street
46.4 km (28.8 mi) from Islesboro
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Flat-screen TV

The 7-room 210 Main St Apartment Ellsworth offers proximity to a number of tourist attractions, such as the non - denominational Connection Church, located nearly a 25-minute walk away. Wi-Fi and private parking are also available at the apartment.

8.5
74 reviews
~ US$150 / night

210 Main St

46.4 km (28.8 mi) from Islesboro
  • Free parking
  • Express check-in/ -out
  • Air conditioning
  • Flat-screen TV

210 Main St

The 7-room 210 Main St Apartment Ellsworth offers proximity to a number of tourist attractions, such as the non - denominational Connection Church, located nearly a 25-minute walk away. Wi-Fi and private parking are also available at the apartment.

8.5
74 reviews
From US$ 150 / night
Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace

Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace

243 Shore Rd
77.8 km (48.4 mi) from Islesboro
146
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Garden area

The 4-bedroom Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace East Boothbay is located approximately a 10-minute ride from the privately owned Squirrel Island and welcomes its guests to enjoy hiking, mini golf, and fisheries. The East Boothbay holiday home is suitable for up to 10 guests and features private car parking.

9.8
8 reviews
~ US$299 / night

Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace

77.8 km (48.4 mi) from Islesboro
146
  • BBQ facilities
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Golf centre
  • Garden area

Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace

The 4-bedroom Dog-Friendly, Bayfront Home - Gorgeous Ocean Views, Private Balcony & Fireplace East Boothbay is located approximately a 10-minute ride from the privately owned Squirrel Island and welcomes its guests to enjoy hiking, mini golf, and fisheries. The East Boothbay holiday home is suitable for up to 10 guests and features private car parking.

9.8
8 reviews
From US$ 299 / night

Are you in a hurry?

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

Name of hotel Accommodation Rating Price, $
Colonial Gables Oceanfront Village

9.2 / 10

(803 Reviews)

From 180$
Lovely Studio W/Full Kitchen/Free Wifi- Next To River/Antique Shops/Restaurants

9.3 / 10

(18 Reviews)

From 49$
Bar Harbor Cottages & Suites

9.2 / 10

(363 Reviews)

From 328$
Pond Memories - National Parks Suite - Paddling Included!

9.7 / 10

(29 Reviews)

From 170$
The Sovereign Suite - Cozy And Convenient With Home Theater

9.8 / 10

(10 Reviews)

From 87$

Frequently Asked Questions

What vacation rentals offer ocean views?

Pet-Friendly Maine Cottage By Northern Bay and Dog-Friendly, Bayfront Home both offer stunning ocean views. Enjoy your morning coffee while taking in the beautiful scenery.

Tip:

Book a second-floor unit for the best panoramic views of the bay at sunrise.

Which vacation rentals are located near beaches?

Colonial Gables Oceanfront Village and Howard House Lodge are situated close to beautiful beaches. These rentals allow you to easily walk to the shore anytime.

Tip:

Visit the beach early in the morning to find the best spots and enjoy quieter surroundings.

Where can I find vacation rentals with two bedrooms?

Coastal Bungalow and Pond Memories offer spacious two-bedroom accommodations ideal for families. Count on extra room for relaxation and fun.

Tip:

Look for rentals that have family-friendly kitchens to make meal prep easier during your stay.

Which rentals have private balconies?

The Brand New Guest Apartment and Dog-Friendly, Bayfront Home each feature private balconies. These spaces provide perfect spots for evening relaxation.

Tip:

Choose a west-facing balcony to enjoy captivating sunset views every night.

Are there vacation rentals with kitchens for families?

Lovely Studio and Spacious Cabin both come with full kitchens. This setup is perfect for families looking to prepare their meals.

Tip:

Plan grocery shopping at the local market on Main St for fresh ingredients and better deals.

Which vacation rentals are dog-friendly?

Dog-Friendly, Bayfront Home and Pet-Friendly Maine Cottage allow you to bring your furry friends along. Enjoy family time together by the ocean.

Tip:

Check nearby parks where dogs are welcome, like Bayfront Park, for great outdoor adventures.

What is the best vacation rental for a romantic getaway?

Howard House Lodge offers cozy settings perfect for couples. Enjoy intimate moments and stunning views of the surrounding landscape.

Tip:

Consider booking a package that includes a romantic dinner at a nearby restaurant for a full experience.

How can I find the best time to visit Islesboro?

The best time to visit is during late spring and early fall when the weather is pleasantly warm and outdoor activities are plentiful. Check local calendars for events like the Islesboro Summer Festival in July.

Tip:

Book accommodations well in advance for popular events, as they tend to fill up quickly during peak seasons.

What unique activities should I try while on Islesboro?

You should try kayaking and visiting the beautiful nature trails. Hiking trails near the coastline offer stunning views and are perfect for exploring.

Tip:

Rent kayaks at Coastal Watersports for guided tours that showcase the best local sights.

How do I get around Islesboro?

Car rentals or bicycles are recommended for getting around. The island is small, making these options convenient for accessing different areas.

Tip:

Use local bike rental services located near the ferry terminal to explore the island efficiently.

Location