Cottage
10.0(2 Reviews)
2 Bedrooms
3 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
CA $776/Night
7 Nights - CA $5,434
Loop Beach Winter Rentals & Holiday Homes
Discover winter rentals Loop Beach - We found 190 exact matches
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Compare Winter Rental in Loop Beach
10.0
CA $192/Night
7 Nights - CA $1,346
CA $255/Night
7 Nights - CA $1,787
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
CA $666/Night
7 Nights - CA $4,660
House
8.0(1 Review)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
Internet
Child Friendly
CA $386/Night
7 Nights - CA $2,703
House
10.0(2 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
Pool- Ocean View
CA $238/Night
7 Nights - CA $1,664
CA $2,013/Night
7 Nights - CA $14,093
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
View
CA $472/Night
7 Nights - CA $3,304
House
3 Bedrooms
6 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
CA $1,039/Night
7 Nights - CA $7,276
Cottage
9.8(37 Reviews)
1 Bedroom
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $409/Night
7 Nights - CA $2,861
House
5 Bedrooms
8 Guests
- Oceanfront
Breakfast- Parking
- Ocean View
CA $638/Night
7 Nights - CA $4,468
House
9.6(38 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $932/Night
7 Nights - CA $6,525
House
3 Bedrooms
10 Guests
- Parking
- View
- Air Conditioner
- Internet
CA $610/Night
7 Nights - CA $4,271
House
9.4(28 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $517/Night
7 Nights - CA $3,622
Cottage
8.6(12 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $666/Night
7 Nights - CA $4,660
House
8.6(7 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $1,219/Night
7 Nights - CA $8,531
Cottage
2 Bedrooms
4 Guests
Hot Tub- Ocean View
- Balcony/Terrace
- View
CA $971/Night
7 Nights - CA $6,796
Condo
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
CA $400/Night
7 Nights - CA $2,800
Condo
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $382/Night
7 Nights - CA $2,677
CA $270/Night
7 Nights - CA $1,888
House
10.0(127 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $603/Night
7 Nights - CA $4,223
House
10.0(94 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $964/Night
7 Nights - CA $6,746
House
10.0(93 Reviews)
3 Bedrooms
6 Guests
Private Pool- Oceanfront
- Hot Tub
- Parking
CA $1,382/Night
7 Nights - CA $9,674
House
10.0(58 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $972/Night
7 Nights - CA $6,807
About Loop Beach Winter Rental on BedroomVillas.ca
At BedroomVillas, we feature a wide range of listings for accommodations in Loop Beach, MA that are perfect for your winter trip or seasonal escape. Our listings include hotels, private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that travelers are sure to love. BedroomVillas winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you are escaping the snow or running to it, BedroomVillas helps connect you to the best cabins, bungalows, lodges, and villas, as well as the best places to stay in both sun and ski resorts. BedroomVillas will make your winter getaway an unforgettable experience.
BedroomVillas offers luxury finds for travelers planning on renting a place in Loop Beach, to enjoy these benefits and to book your winter vacation homes, go to the BedroomVillas filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of incredible winter vacation rentals without hassle. Our interactive map is also available, so you can view destinations spanning the globe or around Loop Beach and unlock even more amazing deals. Relax with BedroomVillas.
Winter Rental: Explore Top Destinations
Frequently Asked Questions About Loop Beach Winter Rentals
What are the top rated Winter Rentals in Loop Beach?
There are a lot of options in Loop Beach. If you plan on staying in the Loop Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Loop Beach:
- Exclusive Poppy Island Waterfront home with Dock and Kayaks to Barrier Beach!
- Beautiful Beach House on Private Beach - Popponessett, New Seabury
- 4BD/2BA. Tranquil Cape Getaway for family
- Popponesset-3 bedrooms, 4 baths, Sleeps 6, w/outdoor shower
- Spacious, Family-friendly Home With Deeded Popponesset Beach Rights
- Adorable beach house! 3 min walk to beach!
- Waterfront home with private boat dock, heated pool, kayaks, A/C, and more
- Popponesset-3 Bedrooms, Sleeps 6, A/C and Private Beach
- Charming pond front New Seabury resort area
- Popponesset-3-bedrooms, 3.5 baths, sleeps 6, A/C, Pool, Firepit
How much does it cost to rent a place to stay near Loop Beach in the wintertime?
The average cost for winter rentals in Loop Beach is $1,072 per night. BedroomVillas.ca has a wide list of great winter places to stay near Loop Beach that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Loop Beach that allow pets?
Yes, here are the top cottage/chalet rentals in Loop Beach that allow you to bring your pet or dog:
- Charming cottage near Osterville Village and Dowses beach RPMS094
- Sea Mist Resort
- Sea Mist Resort
- Osterville Gem Steps to Main St! Relax fireside
See all pet-friendly vacation rentals in Loop Beach on BedroomVillas.ca
Do you have any winter rentals in Loop Beach that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Loop Beach to find what works for you.
Are there winter accommodations in Loop Beach that have indoor swimming pools?
As of 2026, the data from BedroomVillas.ca shows that there are over 190 private swimming pools or indoor pools accommodations near Loop Beach along with other great amenities.
Do any winter holiday rentals in Loop Beach have hot tubs?
About 190 holiday rentals in Loop Beach boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Loop Beach?
Yes, there are many luxury places to stay in Loop Beach for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Loop Beach with all the best amenities for your next trip.
