Search Guest Houses in Osterville

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Check prices for these dates

Next weekend
25 Apr - 27 Apr
In two weeks
2 May - 4 May
In one month
16 May - 18 May
In two months
13 Jun - 15 Jun

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

Sea Breeze Inn
Exterior

Sea Breeze Inn

2.5 star property
8.0 out of 10, Very Good, (153)
"They play was comfortable and the response was very good "
The price is AED 246
AED 282 total
includes taxes & fees
20 Apr - 21 Apr
Sea Breeze Inn
The Lightkeepers Inn
Exterior

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 price is AED 856
AED 956 total
includes taxes & fees
8 May - 9 May
The Lightkeepers Inn
All Seasons Resort
Indoor pool, outdoor pool

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 367
AED 555 total
includes taxes & fees
20 Apr - 21 Apr
All Seasons Resort
By the Sea Guests Bed & Breakfast & Suites
Outdoor wedding area

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

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
24 Apr - 25 Apr
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
"Awesome Vacation while staying at "HomeAway" from Home"
Indoor pool, outdoor pool

"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
20 Apr - 21 Apr
"Awesome Vacation while staying at "HomeAway" from Home"
Charming guest house set on horse farm, walk to downtown Edgartown
Dining

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
Front of property

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
House, 3 Bedrooms, Non Smoking | Terrace/patio

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
Winstead Inn
Seasonal outdoor pool, pool umbrellas, sun loungers

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!"
The price is AED 1,011
AED 1,226 total
includes taxes & fees
1 May - 2 May
Winstead Inn
The Mariner Resort on Cape Cod!!
Indoor pool, outdoor pool

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 735
AED 1,106 total
includes taxes & fees
18 Apr - 19 Apr
The Mariner Resort on Cape Cod!!
Newly furnished-Enjoy sun drenched days w/ gentle breezes & fragrant salt air
Outdoor dining

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

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 944 total
includes taxes & fees
29 Apr - 30 Apr
Bright & Cozy with Patio, Grill and near the Beach & Golf
,Artist Guest House on beautiful estate open concept King Sized Bunk Beds
Outdoor dining

,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
1 bedroom, desk, iron/ironing board, travel crib

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
Deluxe Room, 2 Bedrooms | Premium bedding, individually decorated, individually furnished

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
Front of property

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
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (266)
"Check-in was great!"
Edgewater Beach Resort, a VRI resort
The Club at New Seabury
Seasonal outdoor pool, cabanas (surcharge), pool umbrellas

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (315)
"Tired unit. Primary bath water closet leaked around base. No soap or paper towels. "
The price is AED 694
AED 795 total
includes taxes & fees
24 Apr - 25 Apr
The Club at New Seabury
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (165)
"Beautiful property. Lots of amenities. Excellent appliances. Great location. View of the ocean & pool. Peaceful."
The price is AED 540
AED 618 total
includes taxes & fees
21 Apr - 22 Apr
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.