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- Winter Rental
Cape Cod Winter Rentals & Holiday Homes
Discover winter rentals Cape Cod - We found 2203 exact matches
- Massachusetts
- ·
- North Truro
- 0.43 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- East Sandwich
- 1.60 mi to center
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Private Beach
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Oceanfront
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Parking
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Ocean View
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Private Beach
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Oceanfront
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Parking
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Ocean View
- Massachusetts
- ·
- Mashpee
- 1.51 mi to center
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Oceanfront
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Parking
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Pool
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Ocean View
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Oceanfront
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Parking
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Pool
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Ocean View
- Massachusetts
- ·
- North Chatham
- 0.86 mi to center
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Oceanfront
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Hot Tub
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Parking
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Ocean View
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Oceanfront
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Hot Tub
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Parking
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Ocean View
- Massachusetts
- ·
- Sandwich
- 3.36 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- South Yarmouth
- 2.63 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- East Sandwich
- 1.65 mi to center
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Oceanfront
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Parking
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Ocean View
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View
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Oceanfront
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Parking
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Ocean View
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View
- Massachusetts
- ·
- South Yarmouth
- 2.44 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Harwich
- ·
- East Harwich
- 1.07 mi to center
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Oceanfront
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Breakfast
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Parking
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Ocean View
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Oceanfront
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Breakfast
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Parking
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Ocean View
- Osterville
- ·
- Wianno
- 0.72 mi to center
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Private Pool
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Oceanfront
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Parking
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Pool
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Private Pool
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Oceanfront
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Parking
-
Pool
- Massachusetts
- ·
- Mashpee
- 3.51 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- East Falmouth
- 0.79 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Mashpee
- 1.55 mi to center
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Private Pool
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Oceanfront
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Hot Tub
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Parking
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Private Pool
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Oceanfront
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Hot Tub
-
Parking
- Massachusetts
- ·
- Dennis Port
- 0.97 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Chatham
- 2.41 mi to center
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Oceanfront
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Parking
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Ocean View
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View
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Oceanfront
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Parking
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Ocean View
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View
- Massachusetts
- ·
- Wellfleet
- 0.45 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- South Yarmouth
- ·
- Bass River
- 0.74 mi to center
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Oceanfront
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Hot Tub
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Parking
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Ocean View
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Oceanfront
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Hot Tub
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Parking
-
Ocean View
- Massachusetts
- ·
- Dennis
- 1.43 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Dennis
- 1.43 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- East Sandwich
- 1.19 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Dennis Port
- 1.17 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Harwich
- ·
- Northwest Harwich
- 2.05 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
- Massachusetts
- ·
- Provincetown
- 0.54 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
- Massachusetts
- ·
- Dennis Port
- 1.16 mi to center
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Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
About Cape Cod Winter Rental on La Selva Beach Rentals
Planning on a winter vacation in Cape Cod? Discover 2203 places to stay in Cape Cod, for those traveling with their family, friends, in groups, or for a wedding retreat.
At La Selva Beach Rentals, we have a wide range of listings for accommodations in Cape Cod, MA that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. La Selva Beach Rentals winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Cape Cod winter accommodation starts at US $701, and the most popular properties in Cape Cod are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, La Selva Beach Rentals will make your winter trip memorable.
La Selva Beach Rentals offers a great deal for travelers planning on renting a place in Cape Cod, to enjoy these benefits and to book your winter vacation homes, go to La Selva Beach Rentals filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Cape Cod and unlock even more amazing deals.
Frequently Asked Questions About Cape Cod Winter Rental
What are the top rated Winter Rentals in Cape Cod?
There are a lot of options in Cape Cod. If you plan on staying in the Cape Cod area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Cape Cod:
- Steps to Keyes Memorial Beach. Minutes to Downtown Hyannis. Pool. Private patio.
- Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Deals for Fall and Winter: Premier Waterfront Condo With Parking In ♥ of Ptown!
- Relax and Unwind at your Private Waterfront Beach Bungalow
- ★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
- Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre
- Quintessential Beach Condo With Private Beach Garden - Dog Friendly
- Central Commercial St Condo w/Water Views + Direct Parking
- Cape Cod Dune Cottage Spectacular Ocean Views, over the dune to a private beach
- Coastal chic meets French Provençal in this newly renovated oceanfront home.
How much does it cost to rent a place to stay near Cape Cod in the wintertime?
The average cost for winter rentals in Cape Cod is $701 per night. Laselvabeachrentals has a wide list of great winter places to stay near Cape Cod that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Cape Cod that allow pets?
Yes, here are the top cottage/chalet rentals in Cape Cod that allow you to bring your pet or dog:
- PRIVATE BEACH, 2 min walk. WIFI, AC, sunny/clean. New Kitchen & screened porch.
- 56Beachway-Private beach Refreshed in 2022 Cozy
- Pool & Screened Deck! Home 2 Mi to Mashpee Commons
- Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
See all pet-friendly vacation rentals in Cape Cod on Laselvabeachrentals
Do you have any winter rentals in Cape Cod that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Cape Cod to find what works for you.
Are there winter accommodations in Cape Cod that have indoor swimming pools?
As of 2026, the data from Laselvabeachrentals shows that there are over 2203 private swimming pools or indoor pools accommodations near Cape Cod along with other great amenities.