Maine Winter Rental
Cottage
10.0(152 Reviews)
2 Bedrooms
1 Bath
4 Guests
1080 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $304/Night
7 Nights - US $2,127
House
10.0(26 Reviews)
7 Bedrooms
6 Baths
12 Guests
333.68 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $293/Night
7 Nights - US $2,051
Cabin
10.0(134 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
Pet Friendly
Kitchen
Parking
US $222/Night
7 Nights - US $1,557
Cottage
10.0(128 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $455/Night
7 Nights - US $3,188
House
10.0(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
699.65 ft²
Private Beach- Oceanfront
- Fireplace/Heating
- Ocean View
US $249/Night
7 Nights - US $1,740
Apartment
10.0(125 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $191/Night
7 Nights - US $1,335
House
10.0(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
721.18 ft²
- Fireplace/Heating
View- Pet Friendly
- Parking
US $940/Night
7 Nights - US $6,578
House
10.0(120 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $242/Night
7 Nights - US $1,692
House
10.0(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
1291.67 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $632/Night
7 Nights - US $4,424
House
10.0(108 Reviews)
1 Bedroom
1 Bath
4 Guests
865 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $358/Night
7 Nights - US $2,508
House
10.0(7 Reviews)
1 Bedroom
1 Bath
4 Guests
581.25 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $648/Night
7 Nights - US $4,533
Apartment
10.0(104 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $353/Night
7 Nights - US $2,472
Why Choose Rent By Owner for your Maine Winter Rental?
What makes our Winter Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Maine
How to Book Your Maine Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Maine
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Maine, ME
New England
York County
Portland
Central Coast
Hancock County
Bar Harbor
Lakes and Mountains
Cumberland County
Western Mountains
Ogunquit - Wells
Piscataquis County
Mount Desert Island
Maine Winter Rental Frequently Asked Questions
1. What are the top Winter Rentals in Maine?
There are a lot of options in Maine. If you plan on staying in the Maine area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Maine:
- The Artist's Cabin at Powder Ridge Overlooking Sunday RivernSKI PARKING PASS
- Romantic getaway for 2nnBeautiful time of year !nn2 day's open Augnnnnnnnnnnnn
- 5 STAR HOME - Mtn Views, AC, Hot Tub, Firepit, Theater - 10 Mins to Sunday River
- In town charm, clean, walk everywhere, 5 min walk to shore path, shuttle bus
- Penthouse Two Master Waterfront Suite with Rooftop
- Spectacular Cobbossee Lakefront with Hot Tub & Dog Friendly
- Luxury Apartment in the Heart of Blue Hill Village
- Private w/waterfront <5 min to Pleasant Mt & town. Dock, pool table, ping-pong
- Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
- Charming home with direct lake access, close to town
2. How many Winter Rentals are available in Maine?
Currently, the total number of properties listed by RBO in 2026 is over 14661 in the Maine area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Maine.
More Rentals You May Like Near Maine
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
8 Guests
1474.66 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
US $405/Night
7 Nights - US $2,838
House
10.0(102 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $245/Night
7 Nights - US $1,717
House
10.0(96 Reviews)
1 Bedroom
1 Bath
2 Guests
1350 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $350/Night
7 Nights - US $2,448
House
10.0(81 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $165/Night
7 Nights - US $1,157
Cabin
10.0(79 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $514/Night
7 Nights - US $3,597
Cottage
10.0(66 Reviews)
2 Bedrooms
2 Baths
6 Guests
2400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $526/Night
7 Nights - US $3,682
Cottage
10.0(66 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $400/Night
7 Nights - US $2,798
House
10.0(65 Reviews)
2 Bedrooms
2 Baths
7 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $425/Night
7 Nights - US $2,976
New
House
10.0(62 Reviews)
2 Bedrooms
2 Baths
8 Guests
3587 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $609/Night
7 Nights - US $4,261
Cottage
10.0(60 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $347/Night
7 Nights - US $2,432
Cottage
10.0(60 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $250/Night
7 Nights - US $1,747
Cottage
10.0(59 Reviews)
2 Bedrooms
1 Bath
6 Guests
650 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $294/Night
7 Nights - US $2,060
