Vacation Rentals in Cliff, MA: Compare 10+ Sites & Save

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  6.  Cliff

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634 Best Vacation Rentals in Cliff (Starting from $229)

Meadow's End
Meadow's End
House
Nantucket, MA, USA
1.2k from Cliff center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
5.0

Review score

1 reviews

$1205
Average price / night
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Cliff Home 5 Bedroom 5.5 Baths Steps To Tupancy And Bike Path
Cliff Home 5 Bedroom 5.5 Baths Steps To Tupancy And Bike Path
House
Nantucket, MA, 02554, United States
0.3k from Cliff center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms9 Guests
10.0

Exceptional

28 reviews

$1498
Average price / night
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Carlisle House Inn
Carlisle House Inn
Cabin
Cliff, Nantucket, Massachusetts, USA
2.0k from Cliff center

Accommodations, Lodges, Cabins, Lodgings, Places to stay, Family

13 Bedrooms28 Guests
9.6

Exceptional

25 reviews

$229
Average price / night
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5BR Secluded Home on 2.7 Acres!
5BR Secluded Home on 2.7 Acres!
House
Nantucket, MA, 02554, United States
0.4k from Cliff center

AC, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio, TV, Washer

5 Bedrooms10 Guests
New to Booking
$1217
Average price / night
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Walk to Attractions Couples Retreat in Nantucket
Walk to Attractions Couples Retreat in Nantucket
Apartment
Nantucket, MA, USA
2.1k from Cliff center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom2 Guests
9.2

Superb

4 reviews

$271
Average price / night
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Nantucket vacation home.  Private access to beach. Desirable location.☀️🌊
Nantucket vacation home. Private access to beach. Desirable location.☀️🌊
House
Nantucket, MA, 02554, United States
0.5k from Cliff center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
10.0

Exceptional

16 reviews

$1270
Average price / night
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Airy Nantucket Escape in Historic Downtown!
Airy Nantucket Escape in Historic Downtown!
House
Nantucket, MA, USA
2.3k from Cliff center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$1487
Average price / night
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Unique house and property-private beach access-availability in June & September
Unique house and property-private beach access-availability in June & September
House
Nantucket, MA, 02554, United States
0.6k from Cliff center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area

5 Bedrooms9 Guests
10.0

Exceptional

6 reviews

$2274
Average price / night
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Ireland Time
Ireland Time
House
Nantucket, MA, USA
2.4k from Cliff center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
8.7

Fabulous

3 reviews

$1062
Average price / night
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The Nantucket Sandcastle: Our Charming Cottage - Perfect for Summer Getaways!
The Nantucket Sandcastle: Our Charming Cottage - Perfect for Summer Getaways!
Cottage
Nantucket, MA, 02554, United States
0.7k from Cliff center

Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1379
Average price / night
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Sea Lyon
Sea Lyon
House
Nantucket, MA, USA
2.4k from Cliff center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

7 Bedrooms14 Guests
New to Booking
$3386
Average price / night
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May Include Car Ferry Rezis - Cliff Road Classic - Minutes to Town/Beach
May Include Car Ferry Rezis - Cliff Road Classic - Minutes to Town/Beach
House
Nantucket, MA, 02554, United States
0.8k from Cliff center

AC, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Patio, Washer

4 Bedrooms8 Guests
New to Booking
$1356
Average price / night
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45A Pleasant St
45A Pleasant St
House
Nantucket, MA, USA
2.5k from Cliff center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1800
Average price / night
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\"Maddshack\" - Cliff Retreat with Sunset Views
\"Maddshack\" - Cliff Retreat with Sunset Views
House
Nantucket, MA, 02554, United States
0.8k from Cliff center

AC, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Patio, TV

4 Bedrooms11 Guests
New to Booking
$1300
Average price / night
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45B Pleasant St
45B Pleasant St
House
Nantucket, MA, USA
2.5k from Cliff center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

7 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$2080
Average price / night
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5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach
5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach
House
Nantucket, MA, 02554, United States
0.8k from Cliff center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

8 Bedrooms20 Guests
10.0

Exceptional

33 reviews

$3899
Average price / night
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Sail Away Cottage
Sail Away Cottage
House
Nantucket, MA, USA
2.6k from Cliff center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
8.5

Very Good

4 reviews

$1326
Average price / night
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New Construction 6 BR Designer Home in Cliff Area with Pool & Guest House
New Construction 6 BR Designer Home in Cliff Area with Pool & Guest House
House
Nantucket, MA, 02554, United States
0.8k from Cliff center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
10.0

Exceptional

12 reviews

$2569
Average price / night
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Charming 3BR Home in Nantucket's Natural Beauty home
Charming 3BR Home in Nantucket's Natural Beauty home
House
Nantucket, MA, USA
2.6k from Cliff center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$1361
Average price / night
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Cliff Rd area, spacious, open plan, fully A/C , views, walk to Town, Steps Beach
Cliff Rd area, spacious, open plan, fully A/C , views, walk to Town, Steps Beach
House
Nantucket, MA, 02554, United States
0.8k from Cliff center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

45 reviews

$1480
Average price / night
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Flexible dates.Peaceful prime spot -walk to beach & town. Huge yard.
Flexible dates.Peaceful prime spot -walk to beach & town. Huge yard.
House
Nantucket, MA, 02554, United States
0.8k from Cliff center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$1592
Average price / night
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Great 5 Bedroom Compound Off Cliff Rd! Short Walk to Town & Beach!
Great 5 Bedroom Compound Off Cliff Rd! Short Walk to Town & Beach!
House
Nantucket, MA, 02554, United States
0.9k from Cliff center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

5 Bedrooms11 Guests
10.0

Exceptional

51 reviews

$1161
Average price / night
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Cliff location walk to Steps Beach, The Westmoor Club and Town!
Cliff location walk to Steps Beach, The Westmoor Club and Town!
House
Nantucket, MA, 02554, United States
0.9k from Cliff center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$1951
Average price / night
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Best Value in Nantucket's Premier Cliff Area near Town, Westmore and Beaches.
Best Value in Nantucket's Premier Cliff Area near Town, Westmore and Beaches.
House
Nantucket, MA, 02554, United States
0.9k from Cliff center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms9 Guests
10.0

Exceptional

41 reviews

$2245
Average price / night
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ONE WEEK MINIMUM July & August. SUNDAY arriv/depart day. Top quality finishes!
ONE WEEK MINIMUM July & August. SUNDAY arriv/depart day. Top quality finishes!
Cottage
Nantucket, MA, 02554, United States
0.9k from Cliff center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms9 Guests
9.6

Exceptional

19 reviews

$1564
Average price / night
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Large Family Rental Close to Town & Steps Beach
Large Family Rental Close to Town & Steps Beach
House
Nantucket, MA, 02554, United States
0.9k from Cliff center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Living Area

4 Bedrooms8 Guests
9.4

Superb

10 reviews

$1829
Average price / night
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Nantucket Gem - Private Setting / Edge of Town/1 mile to beach and town
Nantucket Gem - Private Setting / Edge of Town/1 mile to beach and town
House
Nantucket, MA, 02554, United States
0.9k from Cliff center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$771
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Cliff.

Stay Near Cliff's Top Attractions

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Cliff Vacation Rentals on the Map

Frequently Asked Questions

You can explore 634 verified vacation rentals in Cliff. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Cliff vary depending on the season, property size, and location. Rates typically start from around $229 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Cliff include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Cliff welcome pets. Currently, 9 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Cliff often include amenities such as Fireplace/Heating, Laundry, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.