
Family-friendly holiday rentals in Cambridge
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Cambridge
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Church Creek Charm (close to Blackwater Refuge)
Charming Eastern Shore home built in 1900, located in CHURCH CREEK, MD, less than 10-15 mins from Cambridge, Blackwater National Wildlife Refuge & the Harriet Tubman Underground Railroad museum. Ideal spot for cycling, birding, fishing, canoeing, relaxing, or exploring the many cute towns of Maryland's Eastern Shore. Just over an hour from Ocean City & Assateague Nat'l Seashore. Pet-friendly with a fenced backyard. The Eastern Shore is famous for its seafood, history, nature & fresh produce!

Madison Nature Getaway
We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.

Little Slice of Cambridge. 2 bedroom, pet friendly
Youâll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We canât wait for you to experience Cambridge and relax in the âWest Endâ.

Nature's Rest in Church Creek
Nature's Rest is located just minutes from Blackwater Wildlife Refuge, The Harriet Tubman Museum, Blackwater Adventures! Boat ramps are close by for easy access to the Chesapeake Bay and its tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.

The Little House on the Farm, Water Access
Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!

Cass-N-Reel Luxury Houseboat
Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

Sunset Breezes - quiet waterfront retreat
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

Beach Highway Hobby Farm
We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Peaceful Historic House Near Water, with Hot Tub!
Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Chill in The Crib! Easton, Maryland
Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized CasperÂŽ mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Blackwater & Snakehead Farm "She Shed" Tiny House
The "She Shed" Tiny House is the best bargain & unique stay around! This Tiny House is made from a traditional 10'x18' shed and is solar powered! It's surprisingly spacious with a full size bathroom, kitchenette, lofted twin bed, day bed & trundle bed! The home borders a sheep pasture, barn, goat pasture & chicken coop! Snakehead fishing is just a short walk away! Kayacks & creek launch on site! Just a 5 minute drive from Blackwater Refuge! Relax and enjoy country living!

Waterfront Getaway with Dock
Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!
Popular amenities for Cambridge family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

Cozy Cottage, Winter Promo, Hot Tub, BlockToBeach

Peace Point - Waterfront, Secluded, Home w/hot tub

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Luxe Winter Retreat- 5 Star

Chesapeake Waterfront-Fire Pit- Hot Tub-Pier
Family- and pet-friendly home rentals

The Little Anchor Cottage, St. Michaels, MD

Relaxing Cabin Get Away Near Annapolis & DC

Cattail's Branch

Cozy 2 bedroom home on wooded private lane

The Middle Point Cottage at Saint Michaels

Annapolis Garden Suite

Peaceful Waterfront Retreat on The Bay

Hideaway on the Bay: Waterfront Vintage A Frame
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool

Waterfront Studio ⢠Pool ⢠Near DE Turf & Beach

Coastal Comfort Suite Near Annapolis, Hottub, EV

Beach Please! River cottage w/private beach & dock

1st Floor Condo in Annapolis

Coastal Waterfront 1 Bedroom Cottage

The Little Gypsy BoHome

Farmhouse located on a horse farm
When is the best time to visit Cambridge?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 SGD | $258 SGD | $260 SGD | $312 SGD | $334 SGD | $531 SGD | $330 SGD | $322 SGD | $617 SGD | $321 SGD | $322 SGD | $316 SGD |
| Avg. temp | 3°C | 4°C | 8°C | 14°C | 19°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 5°C |
Quick stats about holiday rentals that are family-friendly in Cambridge

Total holiday rentals
Explore 120 holiday rentals in Cambridge

Nightly prices starting at
Cambridge holiday rentals start at $129Â SGD per night before taxes and fees

Verified guest reviews
Over 4,100 verified reviews to help you choose

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wifi availability
120 of Cambridge holiday rentals include wifi access

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

4.9 Average rating
Cambridge stays are highly rated by guests â averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a firepit Cambridge
- Rentals with pools Cambridge
- Waterfront rentals Cambridge
- Rentals with beach access Cambridge
- Rentals with a fireplace Cambridge
- Pet-friendly rentals Cambridge
- Rentals with a washing machine and dryer Cambridge
- Rentals with outdoor seating Cambridge
- Rentals with a patio Cambridge
- House rentals Cambridge
- Family-friendly rentals Dorchester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Sandy Point State Park
- Six Flags America
- Killens Pond State Park
- Quiet Waters Park
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Gerry Boyle Park
- Nassau Valley Vineyards
- FedExField
- Downtown Annapolis Partnership
- NavyâMarine Corps Memorial Stadium
- United States Naval Academy
- Chesapeake Bay Maritime Museum
- Annmarie Sculpture Garden and Art Center
- Calvert Marine Museum
- Westfield
- Kinder Farm Park
- Salisbury Zoo
- Annapolis City Dock
- Maryland International Raceway
- Point Lookout State Park




