Osterville, Barnstable vacation rentals

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Top-rated vacation rentals in Osterville, Barnstable

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Guest favorite

Guesthouse in Barnstable

5.0 out of 5 average rating, 111 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

Guest favorite

Home in Barnstable

4.92 out of 5 average rating, 112 reviews

Stylish home with beach pass, close to everything

Modern home near Dowses and Craigville beach, Ropes and Loop beach (2.3 miles) with pass included for all ponds, lakes and beaches in Barnstablle. Beautiful 3 br ranch. Brand new Central AC and heating system, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating, outdoor shower. 2.5 mi to Joshua pond, North Pond- for fishing and Wequaquet Lake for swimming. Main st Hyannis restaurants and clubs, Cape Cod Mall. Fast internet, cable, smart TV.

Guest favorite

Apartment in Falmouth

4.98 out of 5 average rating, 120 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. You can also Walk, Bike, or Fish on Cape Cod Canal. Close to restaurants, hiking trails, and Mass Maritime. Last Min May-10% off, 3,4,5 day 10% off.

Guest favorite

Cottage in Sandwich

4.95 out of 5 average rating, 161 reviews

Waterfront Lake Cottage, Private Beach, Wow View!

Wake up to a magnificent view of a beautiful lake with waves lapping gently below your window! Guests love this stylish and open designed home dramatically located on the shores of a large, recreational lake. It's like being on your own luxury houseboat! Enjoy the wall-to-wall windows with a panoramic view, a beautiful new modern kitchen, your own private beach, a new luxurious King hybrid gel/coil bed, private office space, large bathroom with curved shower, and much more!

Superhost

Home in Barnstable

4.92 out of 5 average rating, 121 reviews

Seaside Osterville Gem - close to town/beach

Picturesque, completely renovated 10 room seaside home is surrounded by stunning hydrangeas & roses. Just 1.5 blocks to Osterville center & walk/bike to harbor & beach; Light and airy with a nautical theme & open floor plan. Gourmet kitchen. Tennis nearby. Bikes & kayaks provided. Brand new master bedroom just constructed on first floor with en-suite bathroom with luxurious tub and large walk in shower. There is also a new large finished basement with ping pong table.

Guest favorite

Cottage in Barnstable

4.99 out of 5 average rating, 122 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Guest favorite

Guest suite in Barnstable

4.97 out of 5 average rating, 153 reviews

Dog friendly, 2.4 ml bch, 1 bedrm, stdio priv entr

Kids under 12 stay for free! Msg me details but dont incl children in count. Sunny, clean 2 rm studio sleeps 4 + w/door separating sleep areas Priv fenced in yard 5 to 10 min bches ponds 10-15 min to Lrg bches Separate entrance 3 beds: 1 queen 2 tw kitchenette w/micro, sm frig toaster, toaster oven, hot plate personal grill, small deck, fenced in yard w/swing set. Your dogs will be completely separate from my 3 little dogs. Yards are private.

Guest favorite

Apartment in Barnstable

4.99 out of 5 average rating, 231 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Guest favorite

Guesthouse in Barnstable

4.87 out of 5 average rating, 106 reviews

Relaxing Cottage in Centerville Village

Welcome to my home! The cottage is located in Historic Centerville Village, it's a welcoming, bright and relaxing, studio space; perfect for a couple, or individual, to getaway on Cape Cod. Salt Tide Cottage is a private guesthouse with off-street parking and a serene outdoor space. It sits behind the main house with its own back yard space with fire pit. Just a short walk to the ocean, beaches, the library and the general store.

Guest favorite

Home in Barnstable

5.0 out of 5 average rating, 109 reviews

Cape Cod Cotuit Cottage, 3 Bed Near Beaches

5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local fresh market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

Guest favorite

Guest suite in Barnstable

4.9 out of 5 average rating, 145 reviews

3 room apartment on quiet street

This is an apartment in the basement of our home. It is a walkout with nearly 800 SF of space and full size windows looking out on a private backyard. Located close to Craigville Beach, historic downtown Hyannis, the Cape Cod Melody Tent and island ferries. Please read the "more info about this space" to get more details.