Family-friendly holiday rentals in Wareham

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Top-rated family-friendly rentals in Wareham

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

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Guest favourite

Place to stay in Wellfleet

4.97 out of 5 average rating, 173 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

Guest favourite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 310 reviews

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 favourite

Cabin in Cohasset

4.92 out of 5 average rating, 288 reviews

Lionsgate at Cohasset

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

Guest favourite

Cottage in Plymouth

4.93 out of 5 average rating, 223 reviews

Ocean View Cottage

Charming cottage with an ocean view in a private setting seaside community with updated kitchen that does NOT include a stove however there is a cooktop, microwave and toaster oven, 3/4 bathroom w a shower. Firestick/RokuTV. It is ONE room, open concept with a comfortable memory foam easy fold out king couch. The cottage is separate from the house and has its own entrance w own parking for 2 cars. 1 mile from the beach and 5 miles from downtown. **PLEASE NOTE ONLY 2 PERSON OCCUPANCY**!!

Guest favourite

Apartment in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Newly renovated, 250 sq ft studio at Near Beach Rentals. 300 yards to Glendon Beach means you can head to the beach in the morning and you're close enough to walk back for lunch. Fully furnished studio includes a queen bed and a fold down couch, 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. **(6) total units makes NBR a great place for larger gatherings!!!

Guest favourite

Home in Middleborough

4.94 out of 5 average rating, 296 reviews

Private retreat setting on 4 acres 1

Gatherings, parties, events, reunions, etc. with 8 or more total sleepers /non sleepers MUST be discussed prior to booking. A 5 minutes from Rte. 495, secluded, 2 bedroom 1200 sq.ft. apartment. Amenities include -- in-ground pool, horseshoe pits, tennis/basketball court, fully lit for night time use. Central air, full bath, eat in kitchen, Juliet balcony, private drive & entrances, 2 HD flat screen TV"s, Netflix, On Demand WIFI. Very comfortable for two or a couple with children.

Guest favourite

Cottage in Sandwich

4.95 out of 5 average rating, 163 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!

Guest favourite

Flat in Fall River

4.98 out of 5 average rating, 180 reviews

Taylor's Pharmacy Guesthouse

It was once a Pharmacy from the year 1949 until 1979 - Taylor's Pharmacy. Turned into a self-catering apartment, it is today your home away from home in Southern New England – Taylor’s Pharmacy Guesthouse. In Fall River MA, a small town on the border of Massachusetts and Rhode Island, nestled between Boston, Cape Cod, Newport and Providence, the apartment is located near Historic Downtown neighborhood. It is close to restaurants, public transport, and nightlife.

Guest favourite

Flat in Barnstable

4.99 out of 5 average rating, 233 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 favourite

Guest house in Sagamore Beach

4.99 out of 5 average rating, 300 reviews

The Guest House

The Guest House is free standing with a private entrance, loads of amenities and less than 300 yards from Cape Cod Bay. The two-story, farmhouse exterior has an open floor plan, modern cottage design, fully equipped kitchen, and private courtyard with Weber grill, wood fireplace and dedicated driveway. Guest privacy is a priority. Dogs under 75lbs welcome. There is a onetime fee of $150. This includes emotional support animals (ESA).

Guest favourite

Flat in Providence

4.95 out of 5 average rating, 443 reviews

Sunny, East Side apt!

Our one-bedroom apartment is plenty spacious for two people and a cozy stay for more than two. It's a stone's throw away from Hope Village, where there is plenty of charm, shopping, and great food. We are less than a mile from Brown and RISD. The apartment has its own private entrance. There is no parking on the premises, however, there is plenty of free street parking, very often right in front of the house.

Guest favourite

Home in Wareham

4.88 out of 5 average rating, 225 reviews

The Light House - on the water, secluded, kayaks

On the water on private quiet cul de sac with breathtaking views & two decks. Just 3/10 of a mile walk to 2 beaches & Onset village with great restaurants & attractions. Kayak right from our backyard. Kayaks provided! Hot/cold outside shower. Outdoor deck dining. Dishwasher, Washer, dryer, WIFI. Window AC units in all bedrooms. Onset, the gateway to Cape Cod.