Vacation rentals in Cliff Beach

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Top-rated vacation rentals in Cliff Beach

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Guest favorite

Rental unit in Nantucket

4.96 out of 5 average rating, 254 reviews

SUNNY second floor 2BD, 2BT

Newly renovated, bright and well designed 2BD, 2BT in convenient mid island area that is great for family with kids or a small group of friends. Could sleep up to 4 people. Private entrance.1Spacious BD with king bed, a couch, BT/shower, a desk. Another room with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, conv. oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs,umbrella and linens provided.

Guest favorite

Home in Nantucket

4.94 out of 5 average rating, 180 reviews

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

Guest favorite

Cottage in Nantucket

4.99 out of 5 average rating, 148 reviews

Spouter Cottage

A unique upside down two bedroom cottage with a deck and a view of the Harbor. A curated space with antique beams, handcrafted doors, flooring and cabinetry, antiques and fine art. It all lends a vintage feel to an up to date with all the amenities home. There is a private small side yard and garden with outdoor grill and seating. This is not a party house, it’s a sensitive house, my husband and I live right on the property, adjacent to the cottage, you have full privacy but no shenanigans.

Guest favorite

Home in Nantucket

4.97 out of 5 average rating, 32 reviews

Beachy House on the edge of Brant Point

Our Beachy house, furnished with a fun, beachy theme is located near Children's Beach, walking distance from the ferry & close to town on the edge of Brant Point. We are less than a block from the harbor & beach, across from White Elephant Hotel and Lola 41. This cute little 3 bedroom house has been renovated & updated with a yard surrounded by hedges, 1 parking spot (small driveway). A small yard offers a grill & outdoor dining for 4. The backdoor off of driveway leads into master bedroom.

Guest favorite

Condo in Nantucket

4.95 out of 5 average rating, 110 reviews

Updated, modern and charming condo!

Updated, modern and charming condo in central Nantucket. 1,120 square feet, totally accommodates 8 people. Living room has a cozy electric fireplace for chilly Nantucket nights. Full kitchen .Lush private back yard with a patio, grill, hammock, and a relaxing outdoor shower. Two parking spots in the front of the house. Central location is walkable to downtown, grocery stores, coffee shops, restaurants, and night clubs.Close to a couple of bus stations taking you to all parts of the island.

Guest favorite

Guest suite in Nantucket

4.91 out of 5 average rating, 211 reviews

Cozy cottage just off Main Street

Perfect location. Modern cottage. block off Main St. Cozy for 2, gas burning fireplace & AC. Well-equipped, open floor plan, lvg room/galley ktch/dining/ full bath WD down. Upstairs, queen bdr. and 1/2 bath. Private outdoor deck. Outdoor shower too! Beach chairs & towels, tote, cooler, umbrella, hair blower, iron. We care about the details like ironed sheets, good pillows, new mattress, & fluffy towels.! We don't provide parking & discourage bringing a car. Parking at a premium in season.

Guest favorite

Home in Nantucket

4.97 out of 5 average rating, 148 reviews

"Upon a Rock" Peace & Quiet - Mid island retreat!

Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$100 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Guest favorite

Guest suite in Nantucket

4.98 out of 5 average rating, 133 reviews

Derrymore Place - an island gem

Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, cable television, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

Guest favorite

Cottage in Nantucket

4.93 out of 5 average rating, 112 reviews

Charming 3BR Nantucket Cottage by Town/Beach

Elegant, charming rose-covered cottage on Nantucket. Three-bedroom, 2-1/2 bath (plus outdoor shower), sleeps 5, walkable to town and beach. Open floor plan, eat-in kitchen. Beautiful English gardens. “Pebble Cottage” is practically across the street from Something Natural, a wonderful deli/bakery. In the summer, there is a shuttle bus to town and beach that stops right outside on Cliff Road. Parking space available. Pebble Cottage is the smaller of the 2 houses on the property.

Guest favorite

Home in Nantucket

5 out of 5 average rating, 19 reviews

Nautical Downtown House (Sleeps 5)

Just a short 10-minute stroll from downtown, our recently renovated house offers the perfect blend of comfort and convenience. Inside, you'll find two bedrooms, each boasting a comfortable queen bed. Our smaller office doubles as a cozy retreat, featuring a twin pull-out couch. Whether you're here to explore the island's historic charm, indulge in delicious local cuisine, or simply bask in the beauty of Nantucket, our home provides the ideal base for your adventures.

Guest favorite

Rental unit in Nantucket

5 out of 5 average rating, 32 reviews

Ahoy ACK

Kick back and relax in this calm, stylish space. Unit has private outdoor stairs and deck with small yard and outdoor shower, leading up to the sunlit Nantucket oasis in Miacomet/Cisco area. See Cisco Brewery and Barlett Farm outside the windows. Close proximity to some of the best beaches on the island, this 1Bed/1Bath with pullout couch will not disappoint. Laundry in unit with kitchen and flatscreen TVs. Unit was completely redone and finished in June 2023.

Guest favorite

Home in Nantucket

4.94 out of 5 average rating, 204 reviews

Mid Island Crash Pad

A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.