A house by a lake with boats.

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Osterville vacation homes

Terrace/patio

2 Mi to Dowses Beach! Couples Haven in Osterville

2 Mi to Dowses Beach! Couples Haven in Osterville
Osterville
The price is ￥21,408
￥41,549 total
includes taxes & fees
Jul 15 - Jul 16
2 Mi to Dowses Beach! Couples Haven in Osterville
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, (142 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 ￥40,545
￥62,136 total
includes taxes & fees
Jul 13 - Jul 14
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
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.
Luxury Monument Beach Villa /Short term rentals
Smart TV, table tennis, 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 ￥104,363
￥182,876 total
includes taxes & fees
Jul 12 - Jul 13
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
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 ￥41,924
￥88,676 total
includes taxes & fees
Jul 9 - Jul 10
Cozy Riverfront Stay in Wareham
Exterior

Relaxing Cape Cod Cottage Getaway

Relaxing Cape Cod Cottage Getaway
Dennis
The price is ￥51,898
￥99,120 total
includes taxes & fees
Jul 13 - Jul 14
Relaxing Cape Cod Cottage Getaway
House | 3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.5 star property
West Dennis
The price is ￥61,487
￥133,412 total
includes taxes & fees
Jul 13 - Jul 14
Coastal Haven in West Dennis -15
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 ￥88,064
￥194,115 total
includes taxes & fees
Jul 22 - Jul 23
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
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, (14 reviews)
"Really beautiful place with a lot of space and a very helpful host"
United States
Gokul K.
The price is ￥89,199
￥190,813 total
includes taxes & fees
Jul 22 - Jul 23
Come Enjoy Cape Cod! Charming 3-BR house in pleasant Falmouth
Interior

Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach

Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Centerville
9.6 out of 10, Exceptional, (53 reviews)
"We had a wonderful week!"
United States
Tom V.
Waterfront with Kayaks • Amazing Views • Pets • Walk to Craigville Beach
Terrace/patio

Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More

Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
Dennis
10.0 out of 10, Exceptional, (4 reviews)
"Property is very clean."
United States
Brian C.
The price is ￥113,526
￥193,961 total
includes taxes & fees
Jul 9 - Jul 10
Stunning Waterfront Home with Hot Tub, Deck, Fire Pits, Office & More
Exterior

Walk to Seagull Beach from this Pristine Cape Cod Getaway Home

Walk to Seagull Beach from this Pristine Cape Cod Getaway Home
Yarmouth
9.8 out of 10, Exceptional, (52 reviews)
"Great location for my family of 4 - close to beach, restaurants, Hyannis ferry terminal, and in a wonderful residential neighborhood. We greatly enjoyed our time in Cape Cod!"
United States
Jason K.
The price is ￥46,708
￥88,169 total
includes taxes & fees
Jul 10 - Jul 11
Walk to Seagull Beach from this Pristine Cape Cod Getaway Home
Fridge, microwave, oven, stovetop

Peaceful 2-bedroom house with AC in charming Dennis

Peaceful 2-bedroom house with AC in charming Dennis
Dennis
Peaceful 2-bedroom house with AC in charming Dennis
Exterior

The Mermaid Cottage @ The Cape Cod Canal Compound LODGE

The Mermaid Cottage @ The Cape Cod Canal Compound LODGE
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 ￥97,308
￥201,937 total
includes taxes & fees
Jul 9 - Jul 10
The Mermaid Cottage @ The Cape Cod Canal Compound LODGE
Property grounds

Chappy - Family Beach House

Chappy - Family Beach House
Edgartown
9.8 out of 10, Exceptional, (16 reviews)
"Sun-filled, comfortable, and perfectly located!"
United States
Carmin R.
Chappy - Family Beach House
Outdoor dining

Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach

Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach
New Seabury
10.0 out of 10, Exceptional, (9 reviews)
"Great place"
United States
Aaron Q.
The price is ￥145,699
￥242,794 total
includes taxes & fees
Jul 16 - Jul 17
Spacious Coastal New Seabury Home - Kayak Launch Across Street! Walk to Beach
House | 5 bedrooms, desk

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.0 star property
Hyannis
The price is ￥93,070
￥182,143 total
includes taxes & fees
Jul 13 - Jul 14
Water Access 5-bed 2-bath Retreat
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)
"Great location & comfortable house for exploring Cape Cod & surrounding area"
United States
Linda
The price is ￥31,949
￥97,604 total
includes taxes & fees
Jul 20 - Jul 21
5 Mi to Beach: Cape Cod Getaway w/ Grill
3 bedrooms, desk, free WiFi, bed sheets

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.

Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
Yarmouth
The price is ￥90,496
￥160,744 total
includes taxes & fees
Jul 14 - Jul 15
Pool, Pedal & Paradise: Your Oasis Awaits at the Lily Pad.
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

Blue Water Resort

Blue Water Resort

10/10 Excellent
"The staff was wonderful!"
Nancy 2-night trip
Posted 1 hour ago
Blue Water Resort

Find out more about Osterville

Osterville Vacation Homes information

Number of reviews
409
Accommodation
3050 Vacation Homes
Lowest Price
￥41,549
Highest Price
￥242,794