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Aug 15 - Aug 17
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Cottages in Osterville

Walk to Shops & Dining: Cozy Osterville Cottage
Fridge, microwave, stovetop, dishwasher

Walk to Shops & Dining: Cozy Osterville Cottage

8.4 out of 10, Very Good, (6)
Walk to Shops & Dining: Cozy Osterville Cottage
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Relax in this inviting room with a sofa set and a view of the outside through the large window.

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2.0 star property
9.2 out of 10, Wonderful, (7)
"Perfect cottage"
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Traditional home with a gabled roof and front porch, set amidst a lush green environment.

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

9.8 out of 10, Exceptional, (31)
"Great location, excellent communication with owner!!"
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Enjoy a tranquil beach experience with calm waters and a serene atmosphere.

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (24)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Relax in a serene patio surrounded by lush greenery and trees, featuring a round table and wicker chairs.

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

5.6 out of 10, (24)
"Great location and private beach access. Charming enclave perfect for our weekend getaway."
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Enjoy meals in this dining area with a round table and four chairs, offering a view of the outdoors through large windows.

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

9.6 out of 10, Exceptional, (68)
"Clean property, great location"
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Lovely oceanfront cottage with deck, grill, & panoramic views
Relax on the balcony overlooking the rocky shoreline and enjoy the view of the beach and ocean.

Lovely oceanfront cottage with deck, grill, & panoramic views

9.0 out of 10, Wonderful, (86)
"Amazing views within 10 miles of Plymouth and a short distance from Boston - excellent jumping off point for day trips"
Lovely oceanfront cottage with deck, grill, & panoramic views
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Relax on the beach with comfortable sun loungers and umbrellas.

Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

9.0 out of 10, Wonderful, (4)
"The home was very clean and the location was great!"
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ SHORT & LONG TERM
Enjoy meals or drinks with a panoramic view of the lake from the dining area.

THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ SHORT & LONG TERM

9.4 out of 10, Exceptional, (112)
"Great views of the pond. Perfect little spot for a getaway! We appreciated access to the kayaks and canoe to take advantage of Swan Pond and River. Owner was very kind and helpful throughout our stay. "
THE BOAT HOUSE LOFT ~ CAPE COD'S MOST AFFORDABLE WATERFRONT ~ SHORT & LONG TERM
Cozy family-friendly cottage on beautiful Shining Sea bike trail
Enjoy cooking in this well-lit kitchen with a central island, sink, microwave, and coffee maker.

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (4)
"This cottage is charming and inviting. The hosts have outdone themselves with their attention to detail. This place has everything you could want or need. We hope to return someday! "
Cozy family-friendly cottage on beautiful Shining Sea bike trail
New rental, near beach and town, linens included
Relax by the pool surrounded by lounge chairs and umbrellas, with a balcony offering a view of the surrounding area.

New rental, near beach and town, linens included

9.0 out of 10, Wonderful, (4)
"Great Cape Cottage! Very clean, working mini splits, comfortable beds, shower door entry is quite tight because glass hits the sink, but terrific otherwise. Would stay here again. Properties manager communicated by text and email, check in/out was easy. "
New rental, near beach and town, linens included
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Relax on the front porch or enjoy a meal at the picnic table in this charming single-story home.

1 Mi to Ferry: 'Sea Street Cottage' in Hyannis

8.6 out of 10, Excellent, (18)
"Great location and comfortable cottage! Equipped with everything you need for a weekend getaway."
1 Mi to Ferry: 'Sea Street Cottage' in Hyannis
Steps to the Ocean! Perfect Location!!!
Enjoy a peaceful beach experience with a wide, sandy shoreline perfect for walking or sunbathing.

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Steps to the beach with an ocean view,
Enjoy a serene beach experience with gentle waves and lush surroundings.

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Enjoy ocean views from the large window in this room, which features a sofa, hanging chair, and small table.

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (174)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Gorgeous Cottage steps from the beach
Walk along the serene beach, flanked by tall grasses and dunes.

Gorgeous Cottage steps from the beach

8.4 out of 10, Very Good, (16)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
Relax in a serene outdoor space with lounge chairs and a hanging chair, surrounded by a garden and a white fence.

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

10.0 out of 10, Exceptional, (53)
"This was my boyfriends 45th birthday weekend. We both have never been to Martha's Vineyard and we love taking adventures. Mike was a wonderful host with a beautiful property. The property is close to shops and food. The buses are close and will take you all over. Thank you Mike for being a great host."
LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
Stroll along the boardwalk to the sandy beach, bordered by lush trees and a white picket fence.

5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.

10.0 out of 10, Exceptional, (28)
"We had a great trip and look forward to staying there again. Location is the best part!"
5-Stars, Exceptional, 2 bedrooms, 1.5 baths, with magnificent views.
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Relax in a serene outdoor space with a wicker seating area, complete with a small table and artificial grass.

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

10.0 out of 10, Exceptional, (25)
"This was the perfect place for a weekend on the island. Great location and my son loved the upstairs rooms to play in. "
$913 nightly
The price is $1,020
Aug 19 - Aug 20
Total includes taxes and fees
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Cute Cottage on Bass River in West Dennis
Enjoy a serene lakeside view from the comfort of your patio, complete with a table and chairs.

Cute Cottage on Bass River in West Dennis

9.6 out of 10, Exceptional, (49)
"We loved the location as it was conveniently located to destinations, including Hyannis harbor for whale watching, craigville beach, Nickerson State Park, and the Sandwhich boardwalk!! The cottage was cute, and the little cove is quiet!! "
Cute Cottage on Bass River in West Dennis
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

Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Great people, great room! Stayed with the jet tub suite, everything was clean and comfortable! Definitely no complaints!!"
Maria Vitoria 1-night trip
Posted 15 hours ago
Admiralty Inn & Suites - a Red Collection Hotel