Luxury Vacation Rentals Winter Harbor
Historic Winter Harbor Cottage W/ Waterfront Views
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Ironing facilities
- Heating
Situated just near Whopaints Gallery, the welcoming Historic Winter Harbor Cottage W/ Waterfront Views is ideal for up to 7 guests. Located a 16-minute stroll from Grindstone Neck of Maine, this 2-bedroom holiday home provides Wi-Fi and parking.
Historic Winter Harbor Cottage W/ Waterfront Views
- Cookware/ Kitchen utensils
- Free parking
- 24-hour reception
- Ironing facilities
- Heating
Historic Winter Harbor Cottage W/ Waterfront Views
Situated just near Whopaints Gallery, the welcoming Historic Winter Harbor Cottage W/ Waterfront Views is ideal for up to 7 guests. Located a 16-minute stroll from Grindstone Neck of Maine, this 2-bedroom holiday home provides Wi-Fi and parking.
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Great deal
Prime Coastal Location! Large Family Villa
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Laundry
- Terrace
The 3-bedroom Prime Coastal Location! Large Family Villa Winter Harbor accommodates up to 12 guests and offers proximity to Whopaints Gallery, located just 9 minutes' walk away. Located 4.5 km from Dorcas Library, this holiday home provides Wi-Fi and a car park.
Prime Coastal Location! Large Family Villa
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Laundry
- Terrace
Prime Coastal Location! Large Family Villa
The 3-bedroom Prime Coastal Location! Large Family Villa Winter Harbor accommodates up to 12 guests and offers proximity to Whopaints Gallery, located just 9 minutes' walk away. Located 4.5 km from Dorcas Library, this holiday home provides Wi-Fi and a car park.
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Top location
Charming Coastal House With Cozy Living Spaces And Outdoor Firepit
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Garden area
Charming Coastal House With Cozy Living Spaces And Outdoor Firepit Winter Harbor villa is located 11 minutes' walk from Artisans & Antiques and invites guests to join hiking and fisheries. The 3-bedroom holiday home hosts up to 6 guests and provides them with private car parking.
Charming Coastal House With Cozy Living Spaces And Outdoor Firepit
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Garden area
Charming Coastal House With Cozy Living Spaces And Outdoor Firepit
Charming Coastal House With Cozy Living Spaces And Outdoor Firepit Winter Harbor villa is located 11 minutes' walk from Artisans & Antiques and invites guests to join hiking and fisheries. The 3-bedroom holiday home hosts up to 6 guests and provides them with private car parking.
Cheap Vacation Rentals in Winter Harbor Maine
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Private beach
The Happy Heron: Walk To Shops, Dining & Ferry
- BBQ facilities
- Free parking
- Housekeeping
- Live entertainment
- Sun terrace
- Garden area
Boasting a sunbathing terrace and a picnic area for guests' enjoyment, The Happy Heron: Walk To Shops, Dining & Ferry Winter Harbor villa is located 6 minutes' walk from Schoodic Peninsula Visitors. Located 2.2 km from Frazer Point, this 3-bedroom holiday home provides Wi-Fi and private parking.
The Happy Heron: Walk To Shops, Dining & Ferry
- BBQ facilities
- Free parking
- Housekeeping
- Live entertainment
- Sun terrace
- Garden area
The Happy Heron: Walk To Shops, Dining & Ferry
Boasting a sunbathing terrace and a picnic area for guests' enjoyment, The Happy Heron: Walk To Shops, Dining & Ferry Winter Harbor villa is located 6 minutes' walk from Schoodic Peninsula Visitors. Located 2.2 km from Frazer Point, this 3-bedroom holiday home provides Wi-Fi and private parking.
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Guest favorite
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Private beach
Colonial Gables Oceanfront Village
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Sun terrace
Colonial Gables Oceanfront Village Belfast villa provides a sunbathing terrace, a shuffleboard court, and playground for guests' leisure, and is 4.9 km from the superb Penobscot Marine Museum.
The surroundings feature volleyball and fisheries.
Colonial Gables Oceanfront Village
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Sun terrace
Colonial Gables Oceanfront Village
Colonial Gables Oceanfront Village Belfast villa provides a sunbathing terrace, a shuffleboard court, and playground for guests' leisure, and is 4.9 km from the superb Penobscot Marine Museum.
The surroundings feature volleyball and fisheries.
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Best-rated
Harbor House Hotel By Umaniii In Jonesport Maine
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
The 4-room Harbor House Hotel By Umaniii In Jonesport Maine lies in a business area, just 1.5 km from Maine Coast Sardine History Museum and within 20 minutes' walk of Great Wass Archipelago. If you love sports, the apartment offers bicycles to continue exercising even while travelling.
Thanks to fisheries, active guests can diversify their leisure. Additional amenities include a terrace.
Harbor House Hotel By Umaniii In Jonesport Maine
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Terrace
Harbor House Hotel By Umaniii In Jonesport Maine
The 4-room Harbor House Hotel By Umaniii In Jonesport Maine lies in a business area, just 1.5 km from Maine Coast Sardine History Museum and within 20 minutes' walk of Great Wass Archipelago. If you love sports, the apartment offers bicycles to continue exercising even while travelling.
Thanks to fisheries, active guests can diversify their leisure. Additional amenities include a terrace.
Pet Friendly Vacation Rentals Winter Harbor
Bar Harbor Cottages & Suites
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Garden area
Bar Harbor Cottages & Suites is located in a residential area, nearly 5 minutes' walk from Eden Baptist Church and offers guests to take advantage of a picnic area and a play area.
Bar Harbor Cottages & Suites
- BBQ facilities
- Free parking
- Tours/Ticket assistance
- Air conditioning
- Flat-screen TV
- Garden area
Bar Harbor Cottages & Suites
Bar Harbor Cottages & Suites is located in a residential area, nearly 5 minutes' walk from Eden Baptist Church and offers guests to take advantage of a picnic area and a play area.
Pond Memories - National Parks Suite - Paddling Included!
- Shared kitchen
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Sun terrace
Wi-Fi and private parking are also available at Pond Memories - National Parks Suite - Paddling Included! Surry.
Thanks to luxuries such as a sunbathing terrace and a picnic area, the ultimate relaxation is provided.
Pond Memories - National Parks Suite - Paddling Included!
- Shared kitchen
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Sun terrace
Pond Memories - National Parks Suite - Paddling Included!
Wi-Fi and private parking are also available at Pond Memories - National Parks Suite - Paddling Included! Surry.
Thanks to luxuries such as a sunbathing terrace and a picnic area, the ultimate relaxation is provided.
Charming Studio ~ 20 Mi To Acadia Nat'L Park!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Heating
- Sun loungers
Nestled about 7 km from Contemporary Functional Craft, the 93 m² Charming Studio ~ 20 Mi To Acadia Nat'L Park! Ellsworth allows guests to explore numerous tourist destinations in the vicinity. This 1-bedroom apartment offers private car parking on site.
Charming Studio ~ 20 Mi To Acadia Nat'L Park!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Heating
- Sun loungers
Charming Studio ~ 20 Mi To Acadia Nat'L Park!
Nestled about 7 km from Contemporary Functional Craft, the 93 m² Charming Studio ~ 20 Mi To Acadia Nat'L Park! Ellsworth allows guests to explore numerous tourist destinations in the vicinity. This 1-bedroom apartment offers private car parking on site.
Winter Harbor Vacation Rentals Oceanfront
Charming Dog-Friendly Studio Cabin With Firepit And Near Outdoor Fun
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Tea and coffee facilities
- Fitness centre
Staying at the 2-bedroom Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience Northport, guests can visit Warren Island State Park, which is nearly 10 minutes away by car.
Local activities include snow skiing, horseback riding, and mini golf.
Charming Dog-Friendly Studio Cabin With Firepit And Near Outdoor Fun
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Tea and coffee facilities
- Fitness centre
Charming Dog-Friendly Studio Cabin With Firepit And Near Outdoor Fun
Staying at the 2-bedroom Spacious Cabin W/ Full Kitchen & Fireplace -Enjoy A No Wifi Unplugged Experience Northport, guests can visit Warren Island State Park, which is nearly 10 minutes away by car.
Local activities include snow skiing, horseback riding, and mini golf.
Pet-Friendly Maine Cottage By Northern Bay
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
Staying at Pet-Friendly Maine Cottage By Northern Bay Penobscot, guests can easily reach Wight Pond, located about 10 minutes away by car.
Pet-Friendly Maine Cottage By Northern Bay
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
Pet-Friendly Maine Cottage By Northern Bay
Staying at Pet-Friendly Maine Cottage By Northern Bay Penobscot, guests can easily reach Wight Pond, located about 10 minutes away by car.
The Phenix Historic Hotel, King Bed, Room # 302
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Leisure/ TV room
- Tea and coffee facilities
- Heating
The spacious 42 m² The Phenix Historic Hotel, King Bed, Room # 302 Bangor offers a prime location, only 450 metres from Peirce Memorial Statue. The 1-bedroom apartment can hold up to 2 guests.
The Phenix Historic Hotel, King Bed, Room # 302
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Leisure/ TV room
- Tea and coffee facilities
- Heating
The Phenix Historic Hotel, King Bed, Room # 302
The spacious 42 m² The Phenix Historic Hotel, King Bed, Room # 302 Bangor offers a prime location, only 450 metres from Peirce Memorial Statue. The 1-bedroom apartment can hold up to 2 guests.
Winter Harbor Vacation Rentals with Private Pool
210 Main St
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
The non-denominational Connection Church is about 25 minutes on foot from the 7-room 210 Main St Apartment Ellsworth, while United Baptist Church is situated nearby. Wi-Fi is provided for both business and leisure activities.
210 Main St
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
210 Main St
The non-denominational Connection Church is about 25 minutes on foot from the 7-room 210 Main St Apartment Ellsworth, while United Baptist Church is situated nearby. Wi-Fi is provided for both business and leisure activities.
Lucky Stone Retreat - Private Beach & Acadia View
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Terrace
The 2-bedroom Lucky Stone Retreat - Private Beach & Acadia View Sullivan villa is nestled only 13 minutes' walk from the captivating Spring Woods Art Gallery and provides a hot tub and a sauna.
Lucky Stone Retreat - Private Beach & Acadia View
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Sauna
- Terrace
Lucky Stone Retreat - Private Beach & Acadia View
The 2-bedroom Lucky Stone Retreat - Private Beach & Acadia View Sullivan villa is nestled only 13 minutes' walk from the captivating Spring Woods Art Gallery and provides a hot tub and a sauna.
Dtwn Bangor, Historic Hotel, King Bed, Wifi, Roku Tv, Room # 403
- VIP check-in/ -out
- Air conditioning
The spacious Dtwn Bangor, Historic Hotel, King Bed, Wifi, Roku Tv, Room # 403 is situated a 6-minute walk from Columbia Street Baptist Church and 5 km from Bangor International airport. This apartment capacity is based on up to 2 guests.
Dtwn Bangor, Historic Hotel, King Bed, Wifi, Roku Tv, Room # 403
- VIP check-in/ -out
- Air conditioning
Dtwn Bangor, Historic Hotel, King Bed, Wifi, Roku Tv, Room # 403
The spacious Dtwn Bangor, Historic Hotel, King Bed, Wifi, Roku Tv, Room # 403 is situated a 6-minute walk from Columbia Street Baptist Church and 5 km from Bangor International airport. This apartment capacity is based on up to 2 guests.
Blue Hill Apartment In The Woods
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
Staying at 1-bedroom Blue Hill Apartment In The Woods, guests can reach Handworks Gallery, situated nearly a 25-minute walk away. The apartment offers modern facilities, such as Wi-Fi and essentials like a private parking lot for car travellers.
Blue Hill Apartment In The Woods
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
Blue Hill Apartment In The Woods
Staying at 1-bedroom Blue Hill Apartment In The Woods, guests can reach Handworks Gallery, situated nearly a 25-minute walk away. The apartment offers modern facilities, such as Wi-Fi and essentials like a private parking lot for car travellers.
Dtwn Historic Hotel, The Phenix, Ground Floor, Room # 100
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
- Tea and coffee facilities
- Heating
The 19 m² Dtwn Historic Hotel, The Phenix, Ground Floor, Room # 100 Bangor enjoys a prime location merely a 5-minute walk from Maine Discovery Museum. The apartment can hold up to 2 guests.
Dtwn Historic Hotel, The Phenix, Ground Floor, Room # 100
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
- Tea and coffee facilities
- Heating
Dtwn Historic Hotel, The Phenix, Ground Floor, Room # 100
The 19 m² Dtwn Historic Hotel, The Phenix, Ground Floor, Room # 100 Bangor enjoys a prime location merely a 5-minute walk from Maine Discovery Museum. The apartment can hold up to 2 guests.
3 Bedroom Private Pondside View New Reno Moose Lodge
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Patio
During the stay at the 3-bedroom 3 Bedroom Private Pondside View New Reno Moose Lodge Bar Harbor, guests can indulge in mini golf or visit Frenchman Bay, located about 7 km away. Providing guests with Wi-Fi and private car parking, this holiday home is around 10 minutes by car from Mount Desert Island Oceanarium.
3 Bedroom Private Pondside View New Reno Moose Lodge
- BBQ facilities
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Patio
3 Bedroom Private Pondside View New Reno Moose Lodge
During the stay at the 3-bedroom 3 Bedroom Private Pondside View New Reno Moose Lodge Bar Harbor, guests can indulge in mini golf or visit Frenchman Bay, located about 7 km away. Providing guests with Wi-Fi and private car parking, this holiday home is around 10 minutes by car from Mount Desert Island Oceanarium.
Riverfront Home W/ Deck, Amazing Views & Firepit - Near The Best Of Maine
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Golf course
- Garden area
Riverfront Home W/ Deck, Amazing Views & Firepit - Near The Best Of Maine Stockton Springs is located a 10-minute ride from the stayed Penobscot Narrows Bridge and welcomes its guests to enjoy mini golf, cycling, and fisheries. The 3-bedroom holiday home hosts up to 8 guests and provides them with a private parking lot.
Riverfront Home W/ Deck, Amazing Views & Firepit - Near The Best Of Maine
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Flat-screen TV
- Golf course
- Garden area
Riverfront Home W/ Deck, Amazing Views & Firepit - Near The Best Of Maine
Riverfront Home W/ Deck, Amazing Views & Firepit - Near The Best Of Maine Stockton Springs is located a 10-minute ride from the stayed Penobscot Narrows Bridge and welcomes its guests to enjoy mini golf, cycling, and fisheries. The 3-bedroom holiday home hosts up to 8 guests and provides them with a private parking lot.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Winter Harbor, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Historic Winter Harbor Cottage W/ Waterfront Views |
7.3 / 10 (3 Reviews) |
From 691$ | |
| Colonial Gables Oceanfront Village |
9.2 / 10 (797 Reviews) |
From 180$ | |
| Harbor House Hotel By Umaniii In Jonesport Maine |
9.5 / 10 (110 Reviews) |
From 150$ | |
| Bar Harbor Cottages & Suites |
9.2 / 10 (397 Reviews) |
From 328$ | |
| Pond Memories - National Parks Suite - Paddling Included! |
9.6 / 10 (28 Reviews) |
From 170$ |
Frequently Asked Questions
Which Winter Harbor vacation rentals have waterfront views?
The Historic Winter Harbor Cottage and Lucky Stone Retreat both offer beautiful waterfront views. These rentals let you enjoy stunning sunrises right from your porch.
Book in the early morning for the freshest sea air and best chance to spot local wildlife.
What pet-friendly vacation rentals can I find in Winter Harbor?
Pet-Friendly Maine Cottage By Northern Bay and Charming Dog-Friendly Studio Cabin welcome dogs. Both places provide easy outdoor access for your furry friends.
Call ahead to confirm specific pet policies and nearby dog parks or beaches.
Which Winter Harbor rentals are best for families?
The Prime Coastal Location! Large Family Villa offers spacious accommodations for larger groups. Harbor House Hotel By Umaniii in Jonesport Maine also has family-focused features.
Ask about additional amenities like cribs or high chairs when booking for young children.
Are there vacation rentals near Acadia National Park?
Charming Studio ~ 20 Mi To Acadia Nat'L Park! is a great option, only a short drive from the park's entrance. Enjoy quick access to hiking trails and scenic vistas.
Plan to visit Acadia early in the day or later in the afternoon to avoid busy hours.
What Winter Harbor rentals have hot tubs or spas?
The Charming Dog-Friendly Studio Cabin features a cozy outdoor fire pit for relaxing evenings. Some units may have a hot tub; check individual listings.
For the best spa experience, book your stay during mid-week when rentals might be less crowded.
Which rentals in Winter Harbor have 2 bedrooms?
The 3 Bedroom Private Pondside View New Reno Moose Lodge has versatile bedrooms for family or group stays. Look for home rentals with pull-out sofas to accommodate more guests.
Specify your group size when booking to ensure comfortable accommodations.
Where can I find affordable vacation rentals in Winter Harbor?
Charming Studio ~ 20 Mi To Acadia Nat'L Park! and The Phenix Historic Hotel offer some of the most budget-friendly options. They are in excellent locations for exploring local attractions.
Consider traveling during the offseason for the best deals on mid-week stays.
How can I find the best time to visit Winter Harbor?
Visiting in fall offers stunning foliage and fewer crowds compared to summer. Plan around the Bar Harbor Marathon in October for local events.
Book accommodation well in advance for the best availability during events like the Bar Harbor Marathon.
Is there public transport available in Winter Harbor?
Winter Harbor has limited public transport, primarily relying on local taxi services. Renting a car is recommended for full flexibility and access to surrounding areas.
Consider booking a car in advance online to find the best rates and availability.
What unique activities can I do in Winter Harbor?
Engage in kayaking or whale watching near the coast. Explore trails in Acadia National Park for hiking and birdwatching opportunities.
Join a guided kayak tour at least once to maximize your chances of seeing wildlife on the water.