Surfside Beach Vacation Rentals & Ski-in/Ski-out Homes

Compare Vacation Rentals & Ski-in/Ski-out Homes in Surfside Beach, Nantucket, Massachusetts, USA

45B Pleasant St
House
45B Pleasant St
From US $2,080 per night
10.0 (2 Reviews)
7 Bedrooms 16 Guests
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Union Street Inn
Bed & Breakfast
Union Street Inn
From US $948 per night
|
10.0 (68 Reviews)
1 Bedroom 2 Guests
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New Quaint cottage with fitness room in Nantucket
Cottage
Quaint cottage with fitness room in Nantucket
From US $400 per night
New
1 Bedroom 2 Guests
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Union Street Inn
Bed & Breakfast
Union Street Inn
From US $353 per night
|
9.7 (53 Reviews)
13 Bedrooms 26 Guests
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Whaler's Inn
House
Whaler's Inn
From US $245 per night
|
10.0 (35 Reviews)
1 Bedroom 2 Guests
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Carlisle House Inn
Cabin
Carlisle House Inn
From US $229 per night
9.6 (25 Reviews)
13 Bedrooms 28 Guests
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29 India House
Bed & Breakfast
29 India House
From US $620 per night
|
10.0 (20 Reviews)
1 Bedroom 2 Guests
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Brass Lantern Inn
Bed & Breakfast
Brass Lantern Inn
From US $175 per night
|
9.5 (42 Reviews)
12 Bedrooms 14 Guests
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29 India House
Bed & Breakfast
29 India House
From US $1,024 per night
|
9.5 (24 Reviews)
4 Bedrooms 10 Guests
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Renovated Cottage off Main Street- Great Location
Cottage
Renovated Cottage off Main Street- Great Location
From US $531 per night
10.0 (158 Reviews)
2 Bedrooms 5 Guests
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Seven Sea Street Inn
Bed & Breakfast
Seven Sea Street Inn
From US $388 per night
|
9.2 (124 Reviews)
11 Bedrooms 16 Guests
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Walk to Attractions Couples Retreat in Nantucket
Apartment
Walk to Attractions Couples Retreat in Nantucket
From US $271 per night
|
9.2 (4 Reviews)
1 Bedroom 2 Guests
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The Martin
Bed & Breakfast
The Martin
From US $263 per night
|
9.0 (195 Reviews)
15 Bedrooms 29 Guests
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Anchor Inn
Bed & Breakfast
Anchor Inn
From US $719 per night
|
8.9 (128 Reviews)
11 Bedrooms 23 Guests
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Private 2 bedroom cottage close to South Shore beaches
Cottage
Private 2 bedroom cottage close to South Shore beaches
From US $507 per night
10.0 (98 Reviews)
2 Bedrooms 4 Guests
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Ireland Time
House
Ireland Time
From US $1,062 per night
|
8.5 (4 Reviews)
4 Bedrooms 8 Guests
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Meadow's End
House
Meadow's End
From US $1,205 per night
|
5.0 (1 Review)
3 Bedrooms 8 Guests
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Historic 2 bedroom cottage in the heart of old town Nantucket
Cottage
Historic 2 bedroom cottage in the heart of old town Nantucket
From US $715 per night
10.0 (80 Reviews)
2 Bedrooms 5 Guests
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Sea Lyon
House
Sea Lyon
From US $3,386 per night
|
New
7 Bedrooms 14 Guests
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52 Union
Villa
52 Union
From US $2,150 per night
|
New
3 Bedrooms 6 Guests
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Amazing Downtown Nantucket Condo, Close to Everything!
Condo
Amazing Downtown Nantucket Condo, Close to Everything!
From US $878 per night
10.0 (77 Reviews)
2 Bedrooms 6 Guests
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45A Pleasant St
House
45A Pleasant St
From US $1,800 per night
|
New
4 Bedrooms 12 Guests
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Airy Nantucket Escape in Historic Downtown!
House
Airy Nantucket Escape in Historic Downtown!
From US $1,487 per night
|
New
1 Bedroom 2 Guests
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Cozy, Studio Apartment just Outside of Nantucket Town
Apartment
Cozy, Studio Apartment just Outside of Nantucket Town
From US $374 per night
10.0 (72 Reviews)
1 Bedroom 2 Guests
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Peace & Quiet on ACK
House
Peace & Quiet on ACK
From US $600 per night
|
New
2 Bedrooms 8 Guests
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76 Main Ink Press Hotel
Hotel
76 Main Ink Press Hotel
From US $535 per night
9.3 (71 Reviews)
17 Bedrooms 20 Guests
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Tranquilty
Apartment
Tranquilty
From US $836 per night
10.0 (42 Reviews)
2 Bedrooms 5 Guests
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HALFSHELL- Charming 1 bedroom Cottage in town
Cottage
HALFSHELL- Charming 1 bedroom Cottage in town
From US $807 per night
10.0 (41 Reviews)
1 Bedroom 4 Guests
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Charming Garden Unit 1 Rooms - King Bed - Private Bath
House
Charming Garden Unit 1 Rooms - King Bed - Private Bath
From US $678 per night
10.0 (40 Reviews)
1 Bedroom 2 Guests
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The Cottages at Nantucket Boat Basin
Hotel
The Cottages at Nantucket Boat Basin
From US $970 per night
|
9.2 (113 Reviews)
31 Bedrooms 83 Guests
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Harborview Nantucket
Cottage
Harborview Nantucket
From US $670 per night
|
9.6 (13 Reviews)
1 Bedroom 2 Guests
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Private Studio Apartment Close to Town and Beaches
Apartment
Private Studio Apartment Close to Town and Beaches
From US $717 per night
10.0 (4 Reviews)
1 Bedroom 2 Guests
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Jared Coffin House
Hotel
Jared Coffin House
From US $560 per night
|
9.1 (383 Reviews)
47 Bedrooms 28 Guests
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Seven Sea Street Inn
Bed & Breakfast
Seven Sea Street Inn
From US $790 per night
|
9.4 (182 Reviews)
1 Bedroom 2 Guests
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Fame- Downtown Nantucket - 2 Bedroom, 2.5 Bath apartment
House
Fame- Downtown Nantucket - 2 Bedroom, 2.5 Bath apartment
From US $600 per night
10.0 (4 Reviews)
2 Bedrooms 6 Guests
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Greydon House
Hotel
Greydon House
From US $374 per night
|
9.0 (88 Reviews)
20 Bedrooms 26 Guests
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The Barnacle Inn
Bed & Breakfast
The Barnacle Inn
From US $621 per night
9.4 (155 Reviews)
1 Bedroom 2 Guests
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Pawsitively Petfriendly 2 Bdrm Condo
Condo
Pawsitively Petfriendly 2 Bdrm Condo
From US $493 per night
10.0 (4 Reviews)
2 Bedrooms 4 Guests
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21 Broad
Hotel
21 Broad
From US $783 per night
|
8.8 (167 Reviews)
26 Bedrooms 11 Guests
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Noddy - Cozy & cute 1st Floor Studio close to town
Apartment
Noddy - Cozy & cute 1st Floor Studio close to town
From US $740 per night
10.0 (3 Reviews)
1 Bedroom 2 Guests
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Hotel Pippa
Hotel
Hotel Pippa
From US $589 per night
|
8.7 (67 Reviews)
17 Bedrooms 19 Guests
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Cottage on Nantucket
Cottage
Cottage on Nantucket
From US $540 per night
10.0 (3 Reviews)
2 Bedrooms 4 Guests
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Nantucket Resort Collection
Hotel
Nantucket Resort Collection
From US $816 per night
|
8.5 (229 Reviews)
26 Bedrooms 40 Guests
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AURORA is a 1 bedroom 1 bath downtown apartment.
House
AURORA is a 1 bedroom 1 bath downtown apartment.
From US $450 per night
10.0 (3 Reviews)
1 Bedroom 4 Guests
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Nantucket Periwinkle
Hotel
Nantucket Periwinkle
From US $129 per night
8.4 (103 Reviews)
7 Bedrooms 14 Guests
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Beach chic guest cottage, in town, just renovated
Cottage
Beach chic guest cottage, in town, just renovated
From US $821 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
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Nantucket Inn
Hotel
Nantucket Inn
From US $896 per night
|
8.1 (123 Reviews)
91 Bedrooms 8 Guests
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Sail Away Cottage
House
Sail Away Cottage
From US $1,326 per night
|
8.5 (4 Reviews)
3 Bedrooms 8 Guests
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Charming Midtown cottage
House
Charming Midtown cottage
From US $822 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
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Ride a bike to the beach on Nantucket Island.
House
Ride a bike to the beach on Nantucket Island.
From US $547 per night
10.0 (1 Review)
3 Bedrooms 4 Guests
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LUXURIOUS Cottage with Breathtaking Harbor Views
Cottage
LUXURIOUS Cottage with Breathtaking Harbor Views
From US $800 per night
9.8 (166 Reviews)
2 Bedrooms 6 Guests
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About Surfside Beach Vacation Rentals

Explore over 783 vacation rentals in Surfside Beach with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Surfside Beach for more space and value.

In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Surfside Beach. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Surfside Beach tailored to your preferences. On average, these rentals offer 1068.47 ft² of space, and are priced at an average of US $1,495 per night.

SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Surfside Beach at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.

Frequently Asked Questions About Surfside Beach?

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Discover the ideal vacation rental in Surfside Beach with SunSki Resorts™. We provide an extensive selection of over 783 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Surfside Beach.

Nearby Neighborhood (10)

Neighborhood Property Count
Nantucket Town Vacation Rentals in Nantucket, Massachusetts 48
Brant Point Vacation Rentals in Nantucket, Massachusetts 104
Tom Nevers Vacation Rentals in Nantucket, Massachusetts 25
Dionis Vacation Rentals in Nantucket, Massachusetts 643
Madequecham Vacation Rentals in Nantucket, Massachusetts 349
Pocomo Vacation Rentals in Nantucket, Massachusetts 54
Cliff Vacation Rentals in Nantucket, Massachusetts 851
Eel Point Vacation Rentals in Nantucket, Massachusetts 133
Smith Point Vacation Rentals in Nantucket, Massachusetts 125
Naushop Vacation Rentals in Nantucket, Massachusetts 113

There are 783 Surfside Beach, MA Vacation Rentals

Recently Booked Hotels, Resorts, or Rentals in Surfside Beach