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

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  2. Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Nantucket
  6.  Surfside Beach

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674 Best Vacation Rentals in Surfside Beach (Starting from $271)

Sail Away Cottage
Sail Away Cottage
House
Nantucket, MA, USA
3.3k from Surfside Beach 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 Family Oasis w/ Pool, Fire Pit, Steps to Surfside Beach. PERKS INCLUDED!!!
New Family Oasis w/ Pool, Fire Pit, Steps to Surfside Beach. PERKS INCLUDED!!!
House
Nantucket, MA, 02554, United States
0.3k from Surfside Beach center

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

5 Bedrooms12 Guests
New to Booking
$4214
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
3.3k from Surfside Beach 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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5 Bedroom home with pool and cabana in Surfside
5 Bedroom home with pool and cabana in Surfside
House
Nantucket, MA, 02554, United States
0.4k from Surfside Beach center

AC, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio, Pool

6 Bedrooms12 Guests
New to Booking
$4221
Average price / night
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Peace & Quiet on ACK
Peace & Quiet on ACK
House
Nantucket, MA, USA
3.4k from Surfside Beach center

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

2 Bedrooms8 Guests
New to Booking
$600
Average price / night
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3 Nonantum Avenue, Nantucket, MA
3 Nonantum Avenue, Nantucket, MA
House
Nantucket, MA, 02554, United States
0.4k from Surfside Beach center

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

3 Bedrooms6 Guests
New to Booking
$1598
Average price / night
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Ireland Time
Ireland Time
House
Nantucket, MA, USA
3.6k from Surfside Beach 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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Three bedroom home near Surfside
Three bedroom home near Surfside
House
Nantucket, MA, 02554, United States
0.4k from Surfside Beach center

Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV, Washer

3 Bedrooms8 Guests
New to Booking
$1391
Average price / night
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45A Pleasant St
45A Pleasant St
House
Nantucket, MA, USA
3.9k from Surfside Beach 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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Stunning Surfside 6 bedroom Estate With Pool and Cabana
Stunning Surfside 6 bedroom Estate With Pool and Cabana
House
Nantucket, MA, 02554, United States
0.4k from Surfside Beach center

No Smoking, Patio, Pool

6 Bedrooms12 Guests
9.8

Exceptional

7 reviews

$6554
Average price / night
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45B Pleasant St
45B Pleasant St
House
Nantucket, MA, USA
3.9k from Surfside Beach 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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Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
Cottage
Nantucket, MA, 02554, United States
0.4k from Surfside Beach center

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

4 Bedrooms10 Guests
9.0

Fabulous

14 reviews

$813
Average price / night
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Sea Lyon
Sea Lyon
House
Nantucket, MA, USA
4.1k from Surfside Beach 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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\"Noble Bluefish\"- Waterfront Surfside home
\"Noble Bluefish\"- Waterfront Surfside home
House
Nantucket, MA, 02554, United States
0.5k from Surfside Beach center

AC, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV

4 Bedrooms8 Guests
New to Booking
$1217
Average price / night
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52 Union
52 Union
Villa
Surfside Beach, Nantucket, Massachusetts, USA
4.1k from Surfside Beach center

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

3 Bedrooms6 Guests
New to Booking
$2150
Average price / night
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A Hidden Gem with pool steps away  from Surfside Beach.
A Hidden Gem with pool steps away from Surfside Beach.
House
Nantucket, MA, 02554, United States
0.5k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$3686
Average price / night
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Airy Nantucket Escape in Historic Downtown!
Airy Nantucket Escape in Historic Downtown!
House
Nantucket, MA, USA
4.6k from Surfside Beach 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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Surfside Summer Rental, walking distance to beaches!
Surfside Summer Rental, walking distance to beaches!
House
Nantucket, MA, 02554, United States
0.5k from Surfside Beach center

Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$1340
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
4.7k from Surfside Beach 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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3 Bedroom Cottage Steps from Surfside Beach
3 Bedroom Cottage Steps from Surfside Beach
House
Nantucket, MA, 02554, United States
0.6k from Surfside Beach center

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

3 Bedrooms7 Guests
New to Booking
$1223
Average price / night
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Meadow's End
Meadow's End
House
Nantucket, MA, USA
4.9k from Surfside Beach 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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Recently Renovated 5BR Home in Surfside!
Recently Renovated 5BR Home in Surfside!
House
Nantucket, MA, 02554, United States
0.7k from Surfside Beach center

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

5 Bedrooms10 Guests
New to Booking
$2752
Average price / night
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Lux Surfside w Pool. Steps to Best Beach plus dogs  \nAug. weeks available
Lux Surfside w Pool. Steps to Best Beach plus dogs \nAug. weeks available
House
Nantucket, MA, 02554, United States
0.7k from Surfside Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

8 reviews

$2927
Average price / night
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Private Home with Pool + Large Yard!
Private Home with Pool + Large Yard!
House
Nantucket, MA, 02554, United States
0.8k from Surfside Beach center

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

5 Bedrooms10 Guests
New to Booking
$2260
Average price / night
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Surfside Beach Gem!
Surfside Beach Gem!
House
Nantucket, MA, 02554, United States
0.8k from Surfside Beach center

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

4 Bedrooms12 Guests
9.8

Exceptional

19 reviews

$1117
Average price / night
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Perfect beach house for a great family vacation\n
Perfect beach house for a great family vacation\n
House
Nantucket, MA, 02584, United States
0.8k from Surfside Beach center

Barbecue, Dryer, Fireplace, Free Parking, Internet, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms8 Guests
9.6

Exceptional

19 reviews

$1531
Average price / night
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Upside Down Surfside Beach House
Upside Down Surfside Beach House
House
Nantucket, MA, 02554, United States
1.0k from Surfside Beach center

AC, Heater, Kitchen, No Smoking, Patio, Washer

3 Bedrooms7 Guests
New to Booking
$654
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 Surfside Beach.

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Surfside Beach Vacation Rentals on the Map

Frequently Asked Questions

You can explore 674 verified vacation rentals in Surfside Beach. 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 Surfside Beach vary depending on the season, property size, and location. Rates typically start from around $271 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 Surfside Beach 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 Surfside Beach welcome pets. Currently, 20 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 Surfside Beach 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.