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

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  1. VBOR
  2. Oceanfront Rentals
  3.  USA

  4.  Massachusetts

  5.  Nantucket
  6.  Surfside Beach

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287 Best Oceanfront Rentals in Surfside Beach (Starting from $160)

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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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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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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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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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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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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Carlisle House Inn
Carlisle House Inn
Cabin
Surfside Beach, Nantucket, Massachusetts, USA
5.0k from Surfside Beach 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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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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Relaxing guesthouse with pool, stunning views close to beach
Relaxing guesthouse with pool, stunning views close to beach
House
Nantucket, MA, USA
5.3k from Surfside Beach center

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

1 Bedroom3 Guests
7.0

Good

1 reviews

$675
Average price / night
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Private Beach House in Surfside
Private Beach House in Surfside
House
Nantucket, MA, 02554, United States
1.0k from Surfside Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

38 reviews

$2172
Average price / night
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Stunning Ocean View! Beachfront Nantucket Retreat
Stunning Ocean View! Beachfront Nantucket Retreat
House
Nantucket, MA, USA
8.2k from Surfside Beach center

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

4 Bedrooms8 Guests
New to Booking
$4083
Average price / night
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Spacious Surfside home just a short walk to Nobadeer Beach!
Spacious Surfside home just a short walk to Nobadeer Beach!
House
Nantucket, MA, 02554, United States
1.0k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

10 reviews

$1066
Average price / night
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Sea Lion
Sea Lion
House
Nantucket, MA, USA
8.3k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$2250
Average price / night
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Quintessential 4 Bedroom Surfside Beach Cottage on Nobadeer Beach
Quintessential 4 Bedroom Surfside Beach Cottage on Nobadeer Beach
House
Nantucket, MA, 02554, United States
1.0k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

21 reviews

$1878
Average price / night
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Love Sand, Madaket on the Beach
Love Sand, Madaket on the Beach
House
Nantucket, MA, USA
8.3k from Surfside Beach center

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

4 Bedrooms8 Guests
9.5

Superb

4 reviews

$160
Average price / night
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Brand-new beach house with heated 40'x20' pool
Brand-new beach house with heated 40'x20' pool
House
nantucket, MA, 02554, United States
1.0k from Surfside Beach center

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

3 Bedrooms5 Guests
10.0

Exceptional

2 reviews

$1758
Average price / night
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Luxury Dreamy Madaket Destination - Beachside, Ocean Views & Lifelong Memories
Luxury Dreamy Madaket Destination - Beachside, Ocean Views & Lifelong Memories
House
Nantucket, MA, USA
9.6k from Surfside Beach center

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

7 Bedrooms16 Guests
New to Booking
$1705
Average price / night
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Surfside Beach Cottage----8 Minute Walk To The Beach
Surfside Beach Cottage----8 Minute Walk To The Beach
Cottage
Nantucket, MA, 02554, United States
1.2k from Surfside Beach center

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

4 Bedrooms7 Guests
9.8

Exceptional

17 reviews

$589
Average price / night
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Hot off the presses!! Dalliance has vacancies that will go fast, book for 2026!
Hot off the presses!! Dalliance has vacancies that will go fast, book for 2026!
House
Nantucket, MA, 02554, United States
1.2k from Surfside Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

15 reviews

$598
Average price / night
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Book Surfside's BEST summer rental today!
Book Surfside's BEST summer rental today!
House
Nantucket, MA, 02554, United States
1.2k from Surfside Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

29 reviews

$1946
Average price / night
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Gorgeous house with heated pool, Gym, JEEP Rental
Gorgeous house with heated pool, Gym, JEEP Rental
House
Nantucket, MA, 02554, United States
1.4k from Surfside Beach center

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

5 Bedrooms13 Guests
10.0

Exceptional

21 reviews

$3000
Average price / night
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Pond View Cottage- Luxury home near Miacomet beach
Pond View Cottage- Luxury home near Miacomet beach
House
Nantucket, MA, 02554, United States
1.6k from Surfside Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$1767
Average price / night
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Luxury home with pool, water views & walk to beach
Luxury home with pool, water views & walk to beach
House
Nantucket, MA, 02554, United States
1.6k from Surfside Beach center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
New to Booking
$3961
Average price / night
Check Availability
Private Nantucket Cottage Walk to Surfside Beach
Private Nantucket Cottage Walk to Surfside Beach
House
Nantucket, MA, 02554, United States
1.6k from Surfside Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

36 reviews

$1333
Average price / night
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Private Surfside Estate with Saltwater Pool 5BD/4.5BA
Private Surfside Estate with Saltwater Pool 5BD/4.5BA
House
Nantucket, MA, 02554, United States
1.6k from Surfside Beach center

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

5 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$3053
Average price / night
Check Availability
  Classic 2 bedroom, 1 bath cottage. Great location on bike path.
Classic 2 bedroom, 1 bath cottage. Great location on bike path.
Cottage
Nantucket, MA, 02554, United States
1.9k from Surfside Beach center

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

2 Bedrooms4 Guests
9.6

Exceptional

39 reviews

$580
Average price / night
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Pond View - Luxury Home near Miacomet beach
Pond View - Luxury Home near Miacomet beach
House
Nantucket, MA, 02554, United States
1.9k from Surfside Beach center

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

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$2881
Average price / night
Check Availability

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 Oceanfront Rentals in Surfside Beach.

Where to stay in Surfside Beach? Best neighborhoods & areas

Surfside Beach Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 287 verified oceanfront rentals in Surfside Beach. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Surfside Beach vary depending on the property size, exact beachfront location, and season. Rates typically start from around $160 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Surfside Beach offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Surfside Beach welcome pets. Currently, 17 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Surfside Beach often include features designed for a comfortable coastal stay, such as Oceanfront, View, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.