Search Guest Houses in Surfside from CA $544

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Aug 1 - Aug 3
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Aug 22 - Aug 24
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Sep 19 - Sep 21

Browse Select Surfside Guest Houses

Whaler's Inn
Cozy retreat with a nautical theme, featuring a bed with a sea creature-print quilt and a sloped ceiling.

Whaler's Inn

3.0 star property
10.0 out of 10, Exceptional, (29)
"Hosts were very informative and great communication. "
The price is CA $544
CA $715 total
includes taxes & fees
Jul 30 - Jul 31
Whaler's Inn
Languedoc Inn & 3 Hussey St Guest House
Traditional two-story home with a central entrance and gabled roof.

Languedoc Inn & 3 Hussey St Guest House

2.5 star property
8.2 out of 10, Very good, (125)
"Great Vacation!!"
Languedoc Inn & 3 Hussey St Guest House
The Chestnut House
Stunning hallway with a patterned rug, framed artwork, and a decorative door.

The Chestnut House

3.0 star property
9.4 out of 10, Exceptional, (187)
"Cozy and clean guest house convenient to shopping and restaurants. Responsive, helpful and pleasant hosts."
The price is CA $662
CA $739 total
includes taxes & fees
Jul 30 - Jul 31
The Chestnut House
Sherburne Inn
Relax in a serene garden setting with two comfortable Adirondack chairs.

Sherburne Inn

3.0 star property
9.8 out of 10, Exceptional, (23)
"Perfect location and such a wonderful Innkeeper. Thank you, Madeline, for making our stay so wonderful."
Sherburne Inn
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

Faraway Nantucket

Faraway Nantucket

10/10 Excellent
"Old school property decorated so cute. Comfy beds, great linens, fantastic location. Staff attentive via text. "
Karleen 2-night trip
Posted 16 hours ago
Faraway Nantucket