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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Osterville holiday homes

Exterior

The Bunk Room @ The Compound ~Fish-Hunt-Breakfast

The Bunk Room @ The Compound ~Fish-Hunt-Breakfast
Cape Cod
The price is £122
includes taxes & fees
1 Jun - 2 Jun
The Bunk Room @ The Compound ~Fish-Hunt-Breakfast
Sun-loungers, beach towels

Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!
Wareham
9.8 out of 10, Exceptional, (8 reviews)
"Great place! Great host!"
United States
Moira C.
The price is £222
includes taxes & fees
20 May - 21 May
Make this charming, modern retreat your home away from home!!
Exterior

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is £452
includes taxes & fees
17 May - 18 May
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Pool

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (12 reviews)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is £375
includes taxes & fees
18 May - 19 May
Cozy Large Home in Harwich with Patio near Wequassett Resort
Terrace/patio

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (132 reviews)
"Beautiful room and view, hosts were communicative and check in/out were easy. Would definitely stay here again!"
United States
Alexander L.
The price is £283
includes taxes & fees
20 May - 21 May
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Beach nearby

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Barnstable
8.6 out of 10, Excellent, (8 reviews)
"This was an amazing property and our host was awesome and checked in to make sure everything was going well. Would definitely stay here again! Thank you! "
United States
Kim
The price is £358
includes taxes & fees
17 May - 18 May
Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis
Dining

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6

Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Popponesset
10.0 out of 10, Exceptional, (188 reviews)
"great stay! fantastic location."
United States
Emily P.
The price is £624
includes taxes & fees
17 May - 18 May
Waterfront Gem: Hot Tub, Fire Pit & Private Beach! 3 Bed, 1.5 Baths, Sleeps 6
Exterior

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Dennis Port
9.0 out of 10, Wonderful, (24 reviews)
"Loved this property. "
United States
Carol S.
The price is £359
includes taxes & fees
26 May - 27 May
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Fridge, microwave, oven, stovetop

Mermaid House @ The Compound Beach Resort Habitat

Mermaid House @ The Compound Beach Resort Habitat
Cape Cod
8.4 out of 10, Very good, (8 reviews)
"Love the place but felt like would of been better if the owner wasn’t around not that they where bad or annoying just didn’t feel like we was like away felt like we was being watched but besides that loved it Wish barbecue was working and speaker in house was weird set up but besides that it was amazing"
United States
Oscar B.
The price is £376
includes taxes & fees
31 May - 1 Jun
Mermaid House @ The Compound Beach Resort Habitat
Smart TV, fireplace, books

Classic Cape House Walking Distance to the Beach - Many recent upgrades

Classic Cape House Walking Distance to the Beach - Many recent upgrades
Chatham
9.8 out of 10, Exceptional, (20 reviews)
"Mary was a wonderful host. The house was clean, close to beach and communication was wonderful! A great, relaxing stay!!"
United States
Kathleen T.
The price is £585
includes taxes & fees
17 May - 18 May
Classic Cape House Walking Distance to the Beach - Many recent upgrades
Sun-loungers, beach towels

Charming Vacation Home in Oak Bluffs.

Charming Vacation Home in Oak Bluffs.
Oak Bluffs
The price is £569
includes taxes & fees
26 May - 27 May
Charming Vacation Home in Oak Bluffs.
Fridge, microwave, oven, stovetop

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth

Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Falmouth
9.6 out of 10, Exceptional, (11 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
The price is £623
includes taxes & fees
16 May - 17 May
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Exterior

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays

Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Harwich
The price is £363
includes taxes & fees
21 May - 22 May
Harwich Port Hideaway: 3-bedroom pet-friendly house with AC for relaxing stays
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (10 reviews)
"Great location. Good central location to explore the area."
United States
Robyn L.
The price is £168
includes taxes & fees
2 Jun - 3 Jun
Cape Cod's "Beach Rose"
Exterior

Falmouth Oasis

Falmouth Oasis
Falmouth
The price is £366
includes taxes & fees
18 May - 19 May
Falmouth Oasis
Interior

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Dennis
The price is £368
includes taxes & fees
17 May - 18 May
Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath
Smart TV, fireplace

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay and relax, just a short walk to the beach and quick drive to great restaurants and activities. Highly recommend!!"
United States
Melissa J.
The price is £523
includes taxes & fees
20 May - 21 May
Coastal Haven in West Dennis
Outdoor dining

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
9.8 out of 10, Exceptional, (185 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is £211
includes taxes & fees
19 May - 20 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Exterior

Walk to Beach • 6 beds • 3 full baths • Sleeps 8

Walk to Beach • 6 beds • 3 full baths • Sleeps 8
Chatham
Walk to Beach • 6 beds • 3 full baths • Sleeps 8
Exterior

Family Cottage Close to Beach!!

Family Cottage Close to Beach!!
Harwichport
9.8 out of 10, Exceptional, (75 reviews)
"Everything was exactly as described - they provided beach towels and chairs which we used - the property was perfect for our stay"
United States
John N.
The price is £609
includes taxes & fees
16 May - 17 May
Family Cottage Close to 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 Osterville Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"Great location"
Michael 1-night trip
Posted 7 hours ago
Mansion House Inn And Spa

Find out more about Osterville

Osterville Holiday Homes information

Number of reviews
660
Accommodation
2912 Holiday Homes
Lowest Price
£122
Highest Price
£624