Kid-friendly vacation rentals in Osterville, Barnstable

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Top-rated kid-friendly rentals in Osterville, Barnstable

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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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.

Aug 31 – Sep 7

R9,312 ZAR per night

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.

Nov 7 – 14

R6,232 ZAR per night

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

Oct 13 – 18

R1,453 ZAR per night

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.

Oct 6 – 13

R2,249 ZAR per night

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.

Nov 27 – Dec 4

R12,862 ZAR per night

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.

Feb 23 – Mar 2

R4,561 ZAR per night

Superhost

Home in Barnstable

4.83 out of 5 average rating, 147 reviews

Spacious house steps to Craigville beach! Dog ok!

Welcome to our Craigville retreat, close walk (0.3 mi) to one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to Islands, food, hiking/kayaking/biking, Melody tent. You’ll love it because of the loction and lots of natural light. If you want to stay in-enjoy private fenced backyard w/ fire pit, porch furniture and a hammock. Stocked with all you need to relax. We can host one dog. *Read/Agree to Pet policy bfr booking w dog*

Dec 7 – 14

R6,008 ZAR per night

Guest favorite

Guesthouse in Barnstable

4.89 out of 5 average rating, 45 reviews

Osterville Guest House

Charming 600 sq. ft. guesthouse located in the desirable village of Osterville. Take a short walk down Main Street for some shopping or dining. Along the way you may want to stop at Gone Chocolate for an ice cream or Dunkin Donuts for a quick coffee. You will have your choice of several restaurants to dine at including Five Bays Bistro, Crisp Flatbread Inc., Wimpy’s Seafood Market, or the newest restaurant in Osterville- the Chart Room at Crosby’s boat yard.

Oct 20 – 27

R3,859 ZAR per night

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.

Dec 15 – 22

R2,968 ZAR per night

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!

Jan 30 – Feb 6

R2,482 ZAR per night

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.

Sep 7 – 14

R3,066 ZAR per night

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!

Feb 9 – 16

R3,525 ZAR per night