Cottage
10.0(41 Reviews)
2 Bedrooms
5 Guests
Parking
Ocean View
Balcony/Terrace
View
US $312/Night
7 Nights - US $2,183
Winter Harbor Villa Rentals
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Compare Villas, Resorts, & Rentals in Winter Harbor
10.0
House
10.0(1 Review)
3 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- View
Internet
US $718/Night
7 Nights - US $5,024
Apartment
10.0(18 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $416/Night
7 Nights - US $2,915
House
8.7(3 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $594/Night
7 Nights - US $4,155
Apartment
10.0(7 Reviews)
1 Bedroom
4 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $343/Night
7 Nights - US $2,400
RV Rental
9.8(43 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $175/Night
7 Nights - US $1,228
Cabin
9.8(16 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $288/Night
7 Nights - US $2,018
Cottage
9.4(34 Reviews)
2 Bedrooms
7 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $463/Night
7 Nights - US $3,243
House
10.0(107 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $461/Night
7 Nights - US $3,226
Luxury Places to Stay in Winter Harbor
Over 33+ Luxury Places to Stay in or Near Winter Harbor
House
10.0(27 Reviews)
7 Bedrooms
20 Guests
- Oceanfront
Hot Tub- Ocean View
- Balcony/Terrace
US $3,089/Night
7 Nights - US $21,620
House
10.0(32 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,144/Night
7 Nights - US $8,010
House
10.0(4 Reviews)
5 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Internet
Child Friendly
US $1,099/Night
7 Nights - US $7,695
Cottage
10.0(68 Reviews)
3 Bedrooms
6 Guests
- Ocean View
- View
- Kitchen
- Internet
US $966/Night
7 Nights - US $6,760
House
9.8(18 Reviews)
3 Bedrooms
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $758/Night
7 Nights - US $5,307
House
9.6(60 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $487/Night
7 Nights - US $3,407
House
4 Bedrooms
8 Guests
- Parking
- Ocean View
- View
- Internet
US $463/Night
7 Nights - US $3,241
House
10.0(8 Reviews)
3 Bedrooms
6 Guests
- Kitchen
- Internet
- Child Friendly
Laundry
US $458/Night
7 Nights - US $3,207
House
9.2(9 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $453/Night
7 Nights - US $3,170
Pet-Friendly Villas in Winter Harbor
Over 8+ Pet-Friendly Private Villas in or Near Winter Harbor
House
10.0(26 Reviews)
3 Bedrooms
5 Guests
- Balcony/Terrace
- Kitchen
- Internet
Pet Friendly
US $416/Night
7 Nights - US $2,910
House
7.3(3 Reviews)
2 Bedrooms
7 Guests
- Parking
- Internet
- Pet Friendly
Security/Safety
US $401/Night
7 Nights - US $2,805
House
9.4(16 Reviews)
3 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $416/Night
7 Nights - US $2,915
House
9.8(140 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $269/Night
7 Nights - US $1,880
Condo
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Internet
- Pet Friendly
US $195/Night
7 Nights - US $1,368
Apartment
10.0(48 Reviews)
1 Bedroom
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $419/Night
7 Nights - US $2,930
Apartment
10.0(27 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $310/Night
7 Nights - US $2,167
Apartment
3 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $806/Night
7 Nights - US $5,644
Large Private Villas in Winter Harbor
Over 3+ Large Villas in or Near Winter Harbor for Groups and Families
House
5.0(3 Reviews)
9 Bedrooms
24 Guests
- Balcony/Terrace
- Kitchen
- Child Friendly
- Laundry
US $3,200/Night
7 Nights - US $22,400
US $337/Night
7 Nights - US $2,359
House
4.7(3 Reviews)
3 Bedrooms
11 Guests
- Child Friendly
US $234/Night
7 Nights - US $1,638
Instantly Bookable Villa Rentals in Winter Harbor
Over 7+ Instantly Bookable Private Villas in or Near Winter Harbor
House
10.0(91 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $369/Night
7 Nights - US $2,581
House
10.0(15 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $405/Night
7 Nights - US $2,835
House
9.2(137 Reviews)
3 Bedrooms
7 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $359/Night
7 Nights - US $2,513
House
3 Bedrooms
7 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $450/Night
7 Nights - US $3,147
Cottage
9.8(13 Reviews)
3 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $404/Night
7 Nights - US $2,831
House
9.4(8 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $471/Night
7 Nights - US $3,297
House
3 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
US $325/Night
7 Nights - US $2,275
Book a Last Minute Place to Stay in Winter Harbor
About Winter Harbor Vacation Rentals
There are more than 42 incredible getaway rentals that are available in Winter Harbor. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Winter Harbor.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Winter Harbor, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Winter Harbor. Places to stay near Winter Harbor are 1278.9 ft² on average, with prices averaging US $579 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Winter Harbor. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Winter Harbor, ME
Hotels in Winter Harbor and 34 rentals
- Prices for a holiday home in Winter Harbor start at US $175
- Top rated vacation home in Winter Harbor is Beautiful Victorian Cottage on Downeast Maine Coast ~ Next to Acadia Schoodic !
- Most popular short term in Winter Harbor is Schoodic Peninsula of Acadia Natl. Pk; ferry to Bar Harbor/Ocean - 15 Min. Walk
- Cheapest place to stay in Winter Harbor is Bold Coast Camp Minutes from Acadia's Schoodic Peninsula
- Most expensive holiday rental in Winter Harbor is One-of-kind estate with unique & luxurious decor and wooded oceanside location.
Recently Booked Hotels, Resorts, or Rentals in Winter Harbor
- Lovely cottage on Acadia National Park's quiet Schoodic side. Pet friendly
- Prime Coastal Location! Large Family Villa
- Coastal View 2 bedroom Apartment with Private Balcony in Winter Harbor, Maine
- Charming Coastal House with Cozy Living Spaces and Outdoor Firepit
- Coastal View 1 Bedroom Apartment with Private Balcony in Winter Harbor, Maine
Frequently Asked Questions About Winter Harbor?
What are the top hotels or resorts in Winter Harbor?
We provide an array of great vacation destinations in Winter Harbor. If you are looking to stay in or around the Winter Harbor area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Winter Harbor:
- Beautiful Victorian Cottage on Downeast Maine Coast ~ Next to Acadia Schoodic !
- Acadia, Schoodic Peninsula, Frenchman's Bay Home, Henry's Cove
- Quaint and rustic cottage nestled on the shores of a small Maine village.
- Lovely cottage on Acadia National Park's quiet Schoodic side. Pet friendly
- Spectacular Oceanfront Home on Beautiful Maine Coast
- One-of-kind estate with unique & luxurious decor and wooded oceanside location.
- Guptill Cottage oceanfront with views of Acadia National Park
- Coastal View 2 bedroom Apartment with Private Balcony in Winter Harbor, Maine
- Downtown 3-Bedroom Home in Walkable Harborside Village
- Captain Guptill's House private beach, spectacular ocean views.
Which hotel or resort in Winter Harbor is best for families?
Searching for a family-friendly getaway in Winter Harbor? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Winter Harbor?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 42 in the Winter Harbor area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Winter Harbor.
