A house by a lake with boats.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Osterville holiday homes

Fridge, microwave, oven, stovetop

Cozy Riverfront Stay in Wareham

Cozy Riverfront Stay in Wareham
Wareham
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for wedding guests. Spacious, clean and great viewWould definitely stay again"
United States
Karleen L.
The price is £337
includes taxes & fees
30 Jun - 1 Jul
Cozy Riverfront Stay in Wareham
Exterior

Ocean View Room @ Beach Resort / Habitat *HOT TUB*

Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Cape Cod
The price is £257
includes taxes & fees
30 Jun - 1 Jul
Ocean View Room @ Beach Resort / Habitat *HOT TUB*
Outdoor dining

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach

Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Dennis Port
The price is £345
includes taxes & fees
30 Jun - 1 Jul
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
TV, offices

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)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is £934
includes taxes & fees
22 Jul - 23 Jul
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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, (140 reviews)
"Adorable place with beautiful views tucked away in a quiet neighborhood. The hosts made us feel welcome and very accommodating. We didn’t want to leave! "
United States
Robine T.
The price is £290
includes taxes & fees
1 Jul - 2 Jul
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Dining

5 Mi to Beach: Cape Cod Getaway w/ Grill

5 Mi to Beach: Cape Cod Getaway w/ Grill
Sandwich
9.6 out of 10, Exceptional, (37 reviews)
"Clean, quiet, and comfortable. Lots of towels, a basket of toiletries if you forgot something, and WiFi works great. Plenty of parking and nice back yard. Thank you for the enjoyable stay."
United States
Andrew S.
The price is £454
includes taxes & fees
20 Jul - 21 Jul
5 Mi to Beach: Cape Cod Getaway w/ Grill
Exterior

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 £695
includes taxes & fees
30 Jun - 1 Jul
Mermaid House @ The Compound Beach Resort Habitat
Outdoor dining

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is £457
includes taxes & fees
30 Jun - 1 Jul
Relaxing Cape Cod Cottage Getaway
TV, DVD player, offices

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 £397
includes taxes & fees
15 Jul - 16 Jul
Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location
Smart TV, ping pong, books

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay

Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (72 reviews)
"It was an amazing place to stay. The outside heater element looking over the Ocean was amazing! "
United States
Chance4 C.
The price is £1,126
includes taxes & fees
7 Jul - 8 Jul
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
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
9.4 out of 10, Exceptional, (13 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
The price is £732
includes taxes & fees
7 Jul - 8 Jul
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
TV

Family-Friendly Home! Walk to Sea Street Beach

Family-Friendly Home! Walk to Sea Street Beach
Dennis Port
7.0 out of 10, Good, (2 reviews)
"Location was great! Cozy house. Easy to get in touch with host. Bathroom could use update. "
United States
Devin L.
The price is £251
includes taxes & fees
7 Jul - 8 Jul
Family-Friendly Home! Walk to Sea Street Beach
Smart TV

Classic Cape Escape in Charming Cotuit

Classic Cape Escape in Charming Cotuit
Contuit
8.8 out of 10, Excellent, (3 reviews)
"Loved the location and walking path across the way. Very comfortable and spacious home. Would definitely revisit again. "
United States
Michelle
Classic Cape Escape in Charming Cotuit
Fridge, microwave, oven, stovetop

Entire Hyannis Home - Near Downtown & Beaches

Entire Hyannis Home - Near Downtown & Beaches
Barnstable
10.0 out of 10, Exceptional, (2 reviews)
"We had a fantastic stay! The property was extremely clean from top to bottom, which immediately made us feel comfortable settling in. The beds and linens were incredibly comfortable and we all slept great.The location was also a huge plus. It is close to great restaurants, local events and plenty to do in the area, making it easy to get around and enjoy everything nearby.The host was extremely communicative and responsive, which made the whole experience smooth and stress free from booking...
United States
Bethany P.
Entire Hyannis Home - Near Downtown & Beaches
Dining

Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"
Dennis
10.0 out of 10, Exceptional, (19 reviews)
"Very clean, great place for kids!"
United States
Ruth
Cape Cod's "Beach Rose"
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 £567
includes taxes & fees
30 Jun - 1 Jul
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
10.0 out of 10, Exceptional, (193 reviews)
"Good location, pet friendly and clean"
United States
Megan R.
The price is £278
includes taxes & fees
1 Jul - 2 Jul
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Smart TV, fireplace, books

Luxury Monument Beach Villa /Short term rentals

Luxury Monument Beach Villa /Short term rentals
Bourne
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful house with a water view! "
United States
Maura S.
The price is £923
includes taxes & fees
6 Jul - 7 Jul
Luxury Monument Beach Villa /Short term rentals
Exterior

Elisa's Cottage - Your Family Vacation Destination

Elisa's Cottage - Your Family Vacation Destination
Woods Hole
10.0 out of 10, Exceptional, (7 reviews)
"We enjoyed the proximity to Woods Hole and Falmouth and the added snack touches. "
United States
Stefanie G.
Elisa's Cottage - Your Family Vacation Destination
Exterior detail

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Sandwich
9.8 out of 10, Exceptional, (92 reviews)
"Place was as advertised. Great for a weekend stay with friends; very close to the beach"
United States
Brooke H.
The price is £578
includes taxes & fees
26 Jul - 27 Jul
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
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

The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

8/10 Good
"A nicely kept beachfront hotel. Had a room with view of the ocean which was very calming."
Richard 1-night trip
Posted 7 hours ago
The Corsair & Cross Rip Oceanfront Resort

Find out more about Osterville

Osterville Holiday Homes information

Number of reviews
Accommodation
2917 Holiday Homes
Lowest Price
Highest Price