Search Surfside Cottage Rentals from CA $797

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Surfside Cottages

Renovated Cottage off Main Street- Great Location
Situated in a quiet suburban neighborhood, this charming house features a front porch and a well-manicured lawn with beautiful flowering plants.

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (156)
"The cabin was perfect. It was on more of a busy road than we anticipated, but everything else was wonderful. We enjoyed ourselves so much!!"
Renovated Cottage off Main Street- Great Location
LUXURIOUS Cottage with Breathtaking Harbor Views
Houses line a tranquil waterfront with a body of water and a distant shoreline.

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (158)
"As always the perfect place to be in April. Thanks to our hostess for graciously assisting us when needed. "
The price is CA $1,263
CA $2,003 total
includes taxes & fees
Sep 8 - Sep 9
LUXURIOUS Cottage with Breathtaking Harbor Views
Harborview Nantucket
Relax on the porch with a bench and table, surrounded by a well-maintained lawn and string lights.

Harborview Nantucket

4.0 star property
9.6 out of 10, Exceptional, (13)
"We had an excellent stay at harbor view cottages! The property is beautiful and close to everything. it is clear that the owners paid attention to all the little details when furnishing the cottage, which I always appreciate. I will definitely be returning! "
Harborview Nantucket
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Stunning coastal views from the comfort of your home.

Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

10.0 out of 10, Exceptional, (220)
"Absolutely loved staying here. Great location and Theresa was super responsive! The property was well stocked and had everything we needed for a peaceful couple weeks. Our dogs loved being so close to the beach! "
The price is CA $1,263
CA $2,007 total
includes taxes & fees
Sep 7 - Sep 8
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
Traditional two-story home with a symmetrical facade, central entrance, and a staircase leading to the upper floor.

Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

9.8 out of 10, Exceptional, (59)
"Cindy's Cottage was perfect for our weekend stay. We wish we could have stayed longer to enjoy all the comforts of this beautiful home. "
The price is CA $1,022
CA $1,629 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.
Relax in this stylish room with a large dining table, comfortable seating areas, and a flat-screen TV.

Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.

10.0 out of 10, Exceptional, (114)
"Clean, easy to find, location was great"
The price is CA $797
CA $1,266 total
includes taxes & fees
Aug 17 - Aug 18
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Traditional two-story building with a symmetrical facade and central entrance, featuring a staircase and porch area.

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

10.0 out of 10, Exceptional, (218)
"We had a great time, thanks!!"
The price is CA $1,459
CA $2,252 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Stunning home with a gabled roof and white picket fence, featuring a central entryway and symmetrical facade.

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

10.0 out of 10, Exceptional, (272)
"What a perfect vacation spot. The home was perfect for two and well-appointed. Close to town and dining. Wonderful treasures to find on a walk. Would certainly book for our next trip to Nantucket. "
The price is CA $1,109
CA $1,767 total
includes taxes & fees
Aug 26 - Aug 27
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
Traditional two-story house with a gabled roof and porch, set amidst lush greenery.

Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle

9.8 out of 10, Exceptional, (29)
"We had a lovely time. Charming cottage"
The price is CA $900
CA $1,990 total
includes taxes & fees
Aug 10 - Aug 11
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
New In Town Time & Tide Cottage
Stroll up to the charming single-story home with a gabled roof and a welcoming front door.

New In Town Time & Tide Cottage

9.6 out of 10, Exceptional, (39)
"We couldn’t have enjoyed it more and will certainly be back!"
New In Town Time & Tide Cottage
LUXURIOUS Breathtaking Harbor Views!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and pendant lighting.

LUXURIOUS Breathtaking Harbor Views!

9.6 out of 10, Exceptional, (20)
"Perfect location for a family going to Nantucket. Very clean and great views of the water. Would definitely book again."
The price is CA $1,023
CA $1,658 total
includes taxes & fees
Sep 8 - Sep 9
LUXURIOUS Breathtaking Harbor Views!
Historic 2 bedroom cottage in the heart of old town Nantucket
Standalone building with a traditional pitched roof and lush garden surroundings.

Historic 2 bedroom cottage in the heart of old town Nantucket

10.0 out of 10, Exceptional, (80)
"Beautiful property and plenty of room for the family - would definitely recommend!"
Historic 2 bedroom cottage in the heart of old town Nantucket
Newly remodeled cottage on a shell street in Siasconset, MA - Nantucket Island
Stroll up to the charming entrance, flanked by two columns, and step into a welcoming home.

Newly remodeled cottage on a shell street in Siasconset, MA - Nantucket Island

10.0 out of 10, Exceptional, (8)
"This was the perfect house for our weekend in Nantucket! The house was great and only a five minute walk to the Wave! "
Newly remodeled cottage on a shell street in Siasconset, MA - Nantucket Island
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!
Harbor views offer a serene escape with boats moored in calm waters.

Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

9.8 out of 10, Exceptional, (56)
"Very clean and cozy! "
The price is CA $1,023
CA $1,650 total
includes taxes & fees
Sep 7 - Sep 8
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
Stroll up to the charming entrance, flanked by two windows with white shutters, and step into a cozy home.

2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (86)
"Perfect set up for families traveling together. "
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Stunning waterfront homes line the tranquil neighborhood, offering a clear view of the marina and boats.

Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything

9.8 out of 10, Exceptional, (150)
"Adorable cottage just a short walk to town and ferry! "
The price is CA $994
CA $1,656 total
includes taxes & fees
Sep 7 - Sep 8
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Located right on the edge of town, the perfect Nantucket getaway!
Stylish home with a central gable roof and garage doors.

Located right on the edge of town, the perfect Nantucket getaway!

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay at this property and were very appreciative of the quick and thorough communication from the host. This unit is located right near the edge of town and close to one of the major grocery stores on the island. The guest parking and private entry were great amenities to have in addition to the large open living space. Would highly recommend for your visit to ACK. "
Located right on the edge of town, the perfect Nantucket getaway!
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Two-story houses with modern design and porches, set amidst well-manicured lawns and a waterfront marina.

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

10.0 out of 10, Exceptional, (118)
"Lizzie’s cottage was very clean and well stocked ! It had everything we needed for a 4 night visit, even bathrobes ! Location was excellent . Walk or bike to everything . We enjoyed our stay. "
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane
Stunning two-story home with a gabled roof and inviting front porch.

Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane

10.0 out of 10, Exceptional, (73)
"We loved the apartment. It had everything we needed and was only a 15 minute walk from the downtown area."
Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane
Escape to Nantucket's charm, just a 6-min drive from Surfside Beach
Stunning two-story house with a balcony and beautifully manicured lawn.

Escape to Nantucket's charm, just a 6-min drive from Surfside Beach

10.0 out of 10, Exceptional, (7)
"Beautiful property that is well maintained. Close to beaches and close to town. Also some amazing trails nearby. Owners of the home were very kind and warm people. We had an amazing vacation and can’t wait to rebook again."
Escape to Nantucket's charm, just a 6-min drive from Surfside Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Surfside Hotel Reviews

The Cottages at Nantucket Boat Basin

The Cottages at Nantucket Boat Basin

10/10 Excellent
"Everyone who works for the Cottages was friendly, helpful, courteous & professional"
Durelle 3-night trip
Posted 2 days ago
The Cottages at Nantucket Boat Basin