Osterville, Barnstable vacation rentals

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Top-rated vacation rentals in Osterville, Barnstable

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Guest favorite

Guesthouse in Centerville

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

Guest suite in Oak Bluffs

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Guest favorite

Home in Hyannis Port

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Guest favorite

Cottage in Buzzards Bay

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 5 min away. Close to restaurants, hiking trails, and Mass Maritime. 20% off wk! Early Bird- Sept/ Oct 10% off.

Guest favorite

Rental unit in Falmouth

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 Hyannis

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

Condo in Dennis Port

Studio, 300 yards to Glendon Beach Nautical Nest#5

Newly renovated, 250 square ft studio at Near Beach Rentals. 300 yards to Glendon Beach. Fully furnished studio awaits for your Cape getaway. Head to the beach in the morning and you're close enough to walk back for lunch. The studio comes with a queen bed, a twin bed, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture.

Guest favorite

Guest suite in Marstons Mills

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

Rental unit in Barnstable

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

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 Marstons Mills

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 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

Private and brand new suite in Hyannisport

Bright and new suite, one queen bedroom, private bath, private entrance and private patio . The back yard is fenced that provide even more privacy. Take an outdoor shower. Our home is in a residential neighborhood close to Beaches, Mini Golf, Shopping, Parks. WiFi plus a Roku stick in the TV, which makes it easy to stream from Netflix, etc