
Family-friendly holiday rentals in Woods Hole
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Top-rated family-friendly rentals in Woods Hole
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Cape Cod Cottage Getaway!
Classic Cape Cod cottage perfect for a last minute getaway. Incredible location with the beach, Shining Sea Bike Path, The Knob, and Spohr Gardens all within walking distance! A five minute drive to Falmouth Main Street which offers amazing restaurants and shops. In the other direction, another five minute drive will bring you to the historical seaside village of Woods Hole, home to world renowned scientists, numerous beaches, restaurants, museums, an aquarium and the Martha's Vineyard Ferry.

Location Location Location! Beach, Bike, Ferry
STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Spacious Guest House in Falmouth Village
This spacious studio guest house is tucked away behind a historic sea captain's house. It has a cathedral ceiling, a private entrance, outdoor seating, central AC, eat-in kitchen, wifi, and premium cable television. A great spot for a vacation, this is a place to relax, to walk to the Village with all its restaurants and cafes, walk or bike to the beach (Surf Drive Beach is the closest), and to beautiful nature areas. Outside areas may occasionally be shared with other guests.

Juniper Point Cottage With Ocean View
Charming Cape Cod cottage on a quiet semi-private road with beautiful views of Vineyard Sound. This inviting coastal retreat features 3 bedrooms, 2 private en-suite baths, 1 semi-private en-suite bath, a fully equipped kitchen, gas fireplace, cable TV, WiFi, and air conditioning. Relax on the second-floor deck with water views or enjoy outdoor dining on the patio with the BBQ grill. Conveniently located near the Martha’s Vineyard ferry, bus station, beaches, shops, and town.

Your Private Garden
**10% discount for 7 night stays - One bedroom 2nd floor apartment in my owner-occupied home- perfect for a couple - with a spacious eat-in kitchen, shower bathroom, generous living room and separate bedroom. Bright and airy-in a prime location-1/2 block from Main Street, a block from Falmouth Harbor, an easy walk to the beach...with off-street parking. Relax in the secluded area -your Private Garden. Longer bookings eligible for a discount. No smoking please, and no pets.

Moraine Cottage
Moraine Cottage is a charming, airconditioned cottage up a hill in the woods of West Falmouth. Walking distance to West Falmouth Market, Village Café and Eulinda's Ice Cream is 1 min., 3 min. walk to the Shining Sea Bikeway and 20 min. walk (3 min. drive) to Chapoquoit beach. Ideal for a young, energetic family with unlimited mobility. No pets please! Attic bedroom, small bedroom w/bunk bed for 2 kids, living room w/sofa bed for 2, covered porch, outdoor table and shower.

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

The Luxury Vineyard Yurt
Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

The Sea-Cret Garden, Guest Apartment
Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Cozy three bedroom ranch
A cozy ranch with three cute bedrooms, bunk-beds for kids, a sun room for reading a book or having a cup of coffee, and living room with a large TV. There is an outdoor shower in the back for washing off the sand from the beach. We are located a five minute walk from Bad Martha Farmer's brewery, and half a mile up the road from a boat ramp perfect for kayaks or small boats. Also available to short-term rental in the winter.

Comfortable Cape House In E. Falmouth
Recently updated cape home perfect for families or remote workers. Clean, calming styling with lots of small conveniences throughout the house. Perfect for working remotely. Newly fenced in back yard perfect for dogs! Designed for comfort and relaxation! Central Air; Easy Checkout! New kitchen counters and floors! I care about my house and I address all issues based on feedback from guests :)

Absolutely Adorable 4 Bedroom Ranch
Property is very close to beach at lovely, freshwater Jenkins Pond. This nicely furnished rental has a fabulous lower level family/TV room with add'l sleeping area and a full bath. Outdoors there is a large yard with a large deck and outside shower during the summer season. Minimum 2-night stay, rates may vary depending on season, weekly and monthly rate available.
Popular amenities for Woods Hole family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway

Violet’s Place- king bed- pet friendly- hot tub!

Oak bluffs cottage Perfect place to honeymoon!

Walk2Beach, HotTub, FirePit, PetsOk

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Manomet Boathouse Station #31

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock

Pool + Hot Tub | Sleeps 12 Retreat
Family- and pet-friendly home rentals

Walk to Town, beach and amazing location 113A

Mid-Century Modern home 5 minute walk to beach

Summer Cottage

Tiny Retreat

Pretty Cottage Steps From Ocean!

A Shore Thing (King Bed, private patio w/ grill)

Charming Studio + Deck + Fast Wifi at The Shire

Fiddler's Green - families and pets welcomed!
Family-friendly home rentals with a pool

The Loft @ Beechwood. Private, comfy, coastal!

Home in Falmouth ~ 5 min drive to beach

Salt Winds

Ocean Front Resort Studio Unit

Overlook Poolside Getaway Heated Pool (May - Oct 2

Falmouth, Cozy Studio Near Old Silver Beach

Seaview Summit | Ocean Views, Indoor Pool, Beach

Family + Dog Retreat | Fenced Yard + Pool + Beach
Quick stats about holiday rentals that are family-friendly in Woods Hole

Total holiday rentals
Explore 40 holiday rentals in Woods Hole

Nightly prices starting at
Woods Hole holiday rentals start at $293 NZD per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Woods Hole holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woods Hole rentals

4.8 Average rating
Woods Hole stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- House rentals Woods Hole
- Rentals with beach access Woods Hole
- Rentals with a fireplace Woods Hole
- Pet-friendly rentals Woods Hole
- Rentals with a patio Woods Hole
- Rentals with outdoor seating Woods Hole
- Rentals with a washing machine and dryer Woods Hole
- Cottage rentals Woods Hole
- Family-friendly rentals Falmouth
- Family-friendly rentals Barnstable County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
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