Search Guest Houses in Osterville

Compare 18 Guest Houses in Osterville with updated reviews, rates, and availability.

Sea Breeze Inn

2.5 star property
8.0 out of 10, Very Good, (147)
"This was just what we needed, no frills clean Bed and Shower, Walk to beach !"
Sea Breeze Inn

By the Sea Guests Bed & Breakfast & Suites

3.5 star property
9.4 out of 10, Exceptional, (162)
"Tom was very nice an upgraded us to a suite. The breakfast was exceptional. The persons serving were very pleasant."
By the Sea Guests Bed & Breakfast & Suites

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (111)
"Staff was great. "
Winstead Inn

All Seasons Resort

9.2 out of 10, Wonderful, (44)
"We were very comfortable. Tiffany and Trudy were very friendly, knowledgeable and spot-on with their recommendations!"
The price is AED 331
AED 513 total
includes taxes & fees
12 Jan - 13 Jan
All Seasons Resort

Woods Hole Passage Inn

3.0 star property
9.6 out of 10, Exceptional, (59)
"The property was wonderful and the host was excellent. I had lots of questions during our stay as it was our first time in Falmouth, and the host made sure we had answers to everything we needed. They even had a binder full of local recommendations in the room when we checked in! "
Woods Hole Passage Inn

Bright & Cozy with Patio, Grill and near the Beach & Golf

2.0 star property
10.0 out of 10, Exceptional, (5)
"This was a perfect respite after following our kid around the golf course!!"
Bright & Cozy with Patio, Grill and near the Beach & Golf

Fleetwing Guest House

2.0 star property
10.0 out of 10, Exceptional, (1)
"Had a wonderful stay at the fleetwing guest house. Beautiful restoration of an 1800' s stable house, still has original flooring. Very clean, nice beds, big upstairs room for families. Easy bike ride to beach or downtown shops and restaurants, and had a nice night sitting by the fire pit in a private back yard. Property owner was very prompt and helpful with any questions, will definitely be back!"
Fleetwing Guest House

"Awesome Vacation while staying at "HomeAway" from Home"

8.4 out of 10, Very Good, (71)
"Loved out stay. Great place. Definitely stay again"
"Awesome Vacation while staying at "HomeAway" from Home"

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3.0 star property
10.0 out of 10, Exceptional, (6)
"We stayed at the Flamingo house over Thanksgiving, so we could visit the Plimoth Patuxet Museum to see how the pilgrims did Thanksgiving. The house was cozy and clean, with a lot of rooms and beds—which was good for a family with 4 kids and a dog. Jocelyn, our host, was very nice and helpful throughout our stay. She gave us ideas for things to do in the area with the kids, took care of every ask, and let us have a late exit. We would definitely come back again. "
The price is AED 123
AED 1,779 total
includes taxes & fees
16 Jan - 17 Jan
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Lightkeepers Inn

3.0 star property
9.6 out of 10, Exceptional, (174)
"A lovely spot near the downtown, shopping, restaurants and the wharf. It had everything we needed."
The Lightkeepers Inn

The Mariner Resort on Cape Cod!!

8.4 out of 10, Very Good, (9)
"Great stay condo was just what we needed. Clean right on the ocean. Beauty appointed. We never wanted to leave. Love Vrbo.Thank you all. We will be back."
The price is AED 367
AED 631 total
includes taxes & fees
11 Jan - 12 Jan
The Mariner Resort on Cape Cod!!

Charming guest house set on horse farm, walk to downtown Edgartown

10.0 out of 10, Exceptional, (16)
"We enjoyed our stay at the guest house. The location is lovely on a quiet horse farm with easy access to the nearby bike path and road into town. The guest house is attached to the main house but with a private and respectful feel. The house is well stocked and the kitchen is top grade. The bedrooms upstairs are small but comfortable. Would return. "
Charming guest house set on horse farm, walk to downtown Edgartown

,Artist Guest House on beautiful estate open concept King Sized Bunk Beds

10.0 out of 10, Exceptional, (2)
"Cozy and peaceful place to stay for my sister and me. Had everything we needed. Close to bus routes. Would definitely go back!"
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds

Spacious Guest House in Falmouth Village

9.0 out of 10, Wonderful, (4)
"Great location Nice and clean Great people to work with"
Spacious Guest House in Falmouth Village

Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air

2.0 star property
9.4 out of 10, Exceptional, (6)
"Ok"
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air

Inn on the Beach

3.0 star property
9.2 out of 10, Wonderful, (25)
"The staff was great but the room wasn’t what we thought it would be. We thought it would be small house/condos but it’s set up more like a motel type style. The bed is EXTREMELY firm"
Inn on the Beach

The Oak Bluffs Inn

3.0 star property
9.6 out of 10, Exceptional, (11)
"Such a beautiful, unique spot. Great location, I'll definitely be back."
The Oak Bluffs Inn

Madison Inn

2.5 star property
9.8 out of 10, Exceptional, (76)
"Great location! Very clean rooms and friendly staff."
Madison 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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Other property types in Osterville

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

9.4 out of 10, Exceptional, (38)
"We enjoyed the time spending there. That is mostly fit us well due to the circumstance for which we were there. My wife liked every minute of it and so did I; but I simply wish there were some coffee there, along with the coffee maker. So, I wouldn’t have to go out just for that, the first night we got there. "
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (307)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is AED 590
AED 675 total
includes taxes & fees
13 Jan - 14 Jan
The Club at New Seabury

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (220)
"This is my wife and my favorite spot to just come and relax in the off season and get some great hot chocolates from our favorite bakery in town. "
The price is AED 474
AED 542 total
includes taxes & fees
12 Jan - 13 Jan
The Cove At Yarmouth
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.