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Check prices for these dates

Next weekend
25 Rab. II - 27 Rab. II
In two weeks
2 Jum. I - 4 Jum. I
In one month
16 Jum. I - 18 Jum. I
In two months
13 Jum. II - 15 Jum. II

Compare 2982 Vacation Homes in Osterville with updated reviews, rates, and availability.

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

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

10.0 out of 10, Exceptional, (95)
"This property is absolutely beautiful, the ocean view is spectacular sunrise and sunset is breathtaking. Thank you Mike and Judy for making our stay possible."
The price is SAR 747
SAR 1,191 total
includes taxes & fees
18 Apr - 19 Apr
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Outdoor spa tub

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (84)
"House was just as it looked in pictures. Great yard and hot tub. Close to all the cape has to offer. Will stay again !"
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Cape Cod cottage
Exterior

Cape Cod cottage

9.6 out of 10, Exceptional, (99)
"It was perfect! Everything we needed! Thank you for the arrival package! "
Cape Cod cottage
Coastal chic meets French Provençal in this newly renovated oceanfront home.
5 bedrooms, desk, iron/ironing board, travel crib

Coastal chic meets French Provençal in this newly renovated oceanfront home.

10.0 out of 10, Exceptional, (75)
"Cannot say enough good things about the house and its location. Highly recommend. Owner is A on communication. Great for off season given easy access to beaches and Falmouth town."
Coastal chic meets French Provençal in this newly renovated oceanfront home.
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Exterior

OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

10.0 out of 10, Exceptional, (103)
"Host was always responsive. Property was even better than listing pictures. Location cannot be beat. The perfect gathering place for our Fall Friends Getaway. Already booked for next year! "
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Miscellaneous

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

10.0 out of 10, Exceptional, (150)
"Perfect for our stay, comfortable beds, well stocked kitchen very clean, easy to communicate with owner, nice that it is pet friendly"
The price is SAR 338
SAR 1,173 total
includes taxes & fees
11 May - 12 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Fridge, microwave, oven, stovetop

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (49)
"We had a wonderful time. The home is clean, comfortable, well furnished, and extremely well stocked. Plenty of dish detergent, paper towels, soap, etc. and they even provided travel size containers of shampoo and conditioner. Great location within walking distance to the beach. Would definitely stay here again."
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Terrace/patio

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (28)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.
6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach
Smart TV, fireplace, books

6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach

6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach
Waterfront, Incredible Views and Private Dock!
Interior

Waterfront, Incredible Views and Private Dock!

9.4 out of 10, Exceptional, (3)
"Location was great for us. Beds were very clean and comfortable and many bedrooms. Kitchen view was amazing and appliances worked well. Overall, very nice, quiet vacation home. "
Waterfront, Incredible Views and Private Dock!
Oldest Town of Cape Cod In The Historic District
Fridge, microwave, oven, stovetop

Oldest Town of Cape Cod In The Historic District

9.0 out of 10, Wonderful, (2)
"The location worked perfectly for us. Thanks, Ed! "
The price is SAR 304
SAR 1,001 total
includes taxes & fees
16 Apr - 17 Apr
Oldest Town of Cape Cod In The Historic District
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (109)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Gorgeous Spacious Victorian Cape Code Beach View Retreat
Beach nearby

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat
Charming coastal home with large yard, firepit, & grill - pool and beach access
Beach

Charming coastal home with large yard, firepit, & grill - pool and beach access

9.6 out of 10, Exceptional, (16)
"We were in town for a family wedding, and our group had all adults. The dining room is a nice space. The kitchen is a bit small. Overall, the house was clean and perfectly located. There were a few aspects that were less convenient . We would have liked to the ootion of having a full coffee pot. Atrash cans "
Charming coastal home with large yard, firepit, & grill - pool and beach access
Cozy Yarmouth Cottage
Property grounds

Cozy Yarmouth Cottage

9.6 out of 10, Exceptional, (5)
"Beautiful and comfortable space perfect for our family of four. "
The price is SAR 420
SAR 1,031 total
includes taxes & fees
21 Apr - 22 Apr
Cozy Yarmouth Cottage
Close to Bike Path 1 Mile to Beaches!
Beach nearby

Close to Bike Path 1 Mile to Beaches!

9.6 out of 10, Exceptional, (16)
"Great place to use as a base to explore Cape Cod. Well stocked, clean, and quiet. Had some problem with the TV, but the company responded quickly and had someone out to fix it right away. "
Close to Bike Path 1 Mile to Beaches!
Brewster Pond Front Perfection, Walk to Private Beach: 239-B
Fridge, microwave, oven, stovetop

Brewster Pond Front Perfection, Walk to Private Beach: 239-B

10.0 out of 10, Exceptional, (5)
"Wonderful Location, close to the ferry at Hyannis. Centrally located on the Cape. The view over Brewster Pond is amazing. House is wonderfully done and furnished. "
Brewster Pond Front Perfection, Walk to Private Beach: 239-B
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Beach nearby, sun loungers, beach towels

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

10.0 out of 10, Exceptional, (163)
"The house was so clean and well stocked with all the necessities you would need. We loved it. Close to grocery stores, liquor stores and a short drive to downtown. We walked to the beach one day. Would recommend to anyone looking to visit Falmouth. There were 5 of us. Plenty of room for 8."
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Hot Tub, 200 ft to Beach!
Outdoor dining

Hot Tub, 200 ft to Beach!

9.8 out of 10, Exceptional, (8)
"Very nice and clean. Good location and food in the area is delicious. Great spot to rest and recharge on a short getaway with friends. Hot tub was a great addition to our trip. Thanks!"
Hot Tub, 200 ft to Beach!
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
Sun loungers, beach towels

Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub

10.0 out of 10, Exceptional, (144)
"Property was exactly as expected. Not only pet friendly, but catered to our pet. Was the cleanest place I have ever stayed that allowed pets. Communication was outstanding."
Pet Friendly,Quiet family neighborhood with private fenced in yard with hot tub
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, (265)
"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)
"Excellent after hours check-in process. Clean and comfy townhouse. Wonderful amenities. "
The price is SAR 709
SAR 812 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 SAR 559
SAR 640 total
includes taxes & fees
16 Apr - 17 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.