- USA
- Massachusetts
- Nantucket
- Cliff
- Winter Rental
Cliff Winter Rentals & Holiday Homes
Discover winter rentals Cliff - We found 465 exact matches
- Air Conditioner
- View
- Ocean View
- Air Conditioner
- Pool
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Pet Friendly
- Balcony/Terrace
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- View
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
About Cliff Winter Rental on Online Reservations
At Online Reservations, we feature a wide range of listings for accommodations in Cliff, 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. Online Reservations 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, Online Reservations helps connect you to the best cabins, bungalows, lodges, and rent-by-owner homes, as well as the best places to stay in both sun and ski resorts. Online Reservations will make your winter getaway an unforgettable experience.
Online Reservations offers luxury finds for travelers planning on renting a place in Cliff, to enjoy these benefits and to book your winter vacation homes, go to the Online Reservations 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 Cliff and unlock even more amazing deals.Plan Your Perfect Escape with Online Reservations.
Frequently Asked Questions About Cliff Winter Rentals
There are a lot of options in Cliff. If you plan on staying in the Cliff area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Cliff:
- Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
- Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
- Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
- LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
- Charming, Convenient Mid-Island Nantucket Cottage on Surfside Beach Bike Path
- BEAUTIFUL COTTAGE ON ORANGE STREET, WALK TO MAIN! BOOKING NOW FOR 2026!
- Walk to Town from Beautiful Cottage w/Guest House & A/C 3bed/3bath!
- Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
- Charming Convenient & Affordable Prime 5-Star Rated In-Town Location
- 3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.
- Carlisle House Inn
- Martin House Inn
- Harborview Nantucket
- Private Compound w/Two Houses, Pool, Hot Tub, Sauna, & Jeep Available to Rent!
See all pet-friendly vacation rentals in Cliff on Online Reservations
About 465 holiday rentals in Cliff boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include: