
Places to stay near Cliff Beach
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Top-rated holiday rentals near Cliff Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

South of Town Surf Shack. Best Deal on Island.
Redecorated for summer 2025 with new linens and Casper beds! While the exterior is the picture perfect Nantucket cottage home surrounded by hydrangeas, you will be surprised by the casual, surf-vibe of the decor. Enjoy the best of Nantucket by walking to Town (under 1 mi) at this prime location property. The lot has privacy hedges and borders conservation land. This property has a separate living area home to two of the homeowner's employees. No parties, dinner parties, or events are allowed.

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.

Two-Bedroom Luxury Condo
This two-bedroom suite is located in a restored historic building in Town and the only unit in the building accessed through the original front door. Recently refurbished, the unit elegantly combines Nantucket style with modern accents and upgrades. Minutes from Main St, walking distance to Steps Beach, and a block from free public transportation. There is a shared patio in the back of the building with a gas grill and outdoor furniture. Completely new furniture/mattresses and upgraded HVAC!

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.

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.

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.

Cozy studio-apartment
It is charming well appointed studio apartment conveniently located between down town and Surfside beach. It is walk-able to major Nantucket attractions -bars, restaurants, beaches, supermarket. In addition there is a bicycle rentals shop next door at your convenience. The studio is equipped with crisp linens, free Wi-Fi, kitchenette and bath essentials —everything you need for an exceptional stay. If you don't find something you wish you had before or during your stay, please ask!

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.

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, I live right on the property, adjacent to the cottage, you have full privacy but no shenanigans.

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.

Great Condo In Town!
Great two bedroom condo in town renovated in winter 2025 - new kitchen and updated bathroom. If arriving by ferry, you're just a ten minute walk from dropping off your bags and being on vacation. Convenient to restaurants, bars, shopping and everything town offers. Queen bed in master and single in second bedroom. Couch in living room is a pullout as well as option for blow up mattress. The condo is on the second floor.

Beautiful Cottage | Historic Home
This quaint cottage is located Mid Island approximately one mile from Downtown, making it an ideal Nantucket home base for your group. With 2 bedrooms and 1 bathroom, the home comfortably accommodates up to 4 guests. Amenities include a private hot tub and a patio with an outdoor dining area. Inside, the professionally designed interiors feature coastal inspired décor with classic blue and white accents.
Popular amenities for holiday rentals near Cliff Beach
Other top sights near Cliff Beach
Apartment rentals with wifi

Newly renovated one-bedroom condo in Town

Private Modern Bedroom in a Central Location

1 Cozy Rooms Available- Room Only (Not shared)

Cinghiale Penthouse on Centre

Brant Point Studio in heart of town

Historic Downtown Luxury Condo

Two bedroom condo, walk to town! Fully renovated

Charming two bedroom Historic District condo.
Family-friendly house rentals

3 Bedroom with fenced in yard in Surfside Area

The Mermaid Suite, walk to Beaches, 15 min to town

Brand new gorgeous 2 bedroom guest house.

Beautiful Custom Nantucket Home

Nautical Downtown House (Sleeps 5)

Downtown Historic Nantucket Cottage

Martha's Vineyard Vacation Home

Beach "Loft"
Apartment rentals with air conditioning

Ahoy ACK

Newly renovated home in Nantucket (sleep 3)

Endless beaches! Fall is the Best!

Downtown Condo 3 minute walk from Ferries.

NEW Garden Apartment in Miacomet

Brand New modern 2 bedroom 2nd floor apartment

Stylish retreat | walk to town | fire pit

PRICE DROP Coastal Getaway 1BRM Apartment w/BBQ
Other great holiday rentals near Cliff Beach

The Costal Corner - Martha's Vineyard

Cottage in Town

Chic townhouse, walk to town

ACK Getaway

Nantucket Shanty

New Free Standing Studio with private patio

Sweet, private vacation cottage; perfect for two!

Brand new upscale cottage-great location
Destinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
- Inman Road Beach
- Nauset Beach
- Lighthouse Beach
- Town Neck Beach
- Ellis Landing Beach
- Linnell Landing Beach
- New Silver Beach
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach
- Forest Beach
- Cahoon Hollow Beach
- Corn Hill Beach




