Search Guest Houses in Osterville

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

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

Sea Breeze Inn

2.5 star property
7.8 out of 10, Good, (151)
"A unique experience, like being at the much-loved home of a dear older friend. Not at all your standardized hotel decor, everything is individual and unique. We loved the cosy feeling - but it is not everybody's cup of tea. Plus, the place might look quaint, but it was spotless and well-equipped. The only downside was, it was wintertime, so not all facilities were available/in order."
The price is AED 246
AED 282 total
includes taxes & fees
23 Mar - 24 Mar
Sea Breeze Inn

All Seasons Resort

9.2 out of 10, Wonderful, (46)
"This was a great experience. The owner has check in very organized and easy to understand. Probably the best place for the money I’ve ever stayed."
The price is AED 349
AED 534 total
includes taxes & fees
23 Mar - 24 Mar
All Seasons Resort

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

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

8.4 out of 10, Very Good, (73)
"Loved out stay. Great place. Definitely stay again"
The price is AED 331
AED 609 total
includes taxes & fees
23 Mar - 24 Mar
"Awesome Vacation while staying at "HomeAway" from Home"

Winstead Inn

4.0 star property
9.4 out of 10, Exceptional, (113)
"This was a cute spot on the cape. Very charming. Great location too!"
Winstead Inn

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

2.0 star property
9.2 out of 10, Wonderful, (7)
"Ok"
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air

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

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

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

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

3.0 star property
10.0 out of 10, Exceptional, (7)
"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
27 Mar - 28 Mar
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

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
22 Mar - 23 Mar
The Mariner Resort on Cape Cod!!

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!!"
The price is AED 364
AED 919 total
includes taxes & fees
1 Apr - 2 Apr
Bright & Cozy with Patio, Grill and near the Beach & Golf

,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

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

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (260)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
The price is AED 841
AED 963 total
includes taxes & fees
25 Mar - 26 Mar
Edgewater Beach Resort, a VRI resort

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (314)
"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 617
AED 706 total
includes taxes & fees
23 Mar - 24 Mar
The Club at New Seabury

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"Girl at front desk was awesome!!!"
The price is AED 431
AED 494 total
includes taxes & fees
23 Mar - 24 Mar
InnSeason Resorts Captain's Quarters
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.