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

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
You’ll 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 can’t wait for you to experience Cambridge and relax in the “West End”.

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.

Blackwater Snakehead Campsite/RV-Camper Parking
The Blackwater Snakehead Campsite is the perfect location for those that like to explore and experience nature when they travel. Located only 4.5 miles from Blackwater National Wildlife Refuge and the Harriett Tubman National Park this campsite is the perfect match to your trip to visit Dorchester County. The campsite is perfect for "getting off the grid" and for "social distancing." But for those that wish to dine, shop, and explore Downtown Cambridge, it is only a 10 minute drive into town!

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!

Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

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 Casper® 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.

Church Creek - waterfront cottage & pool - private
Close to Blackwater NWR and the Harriet Tubman Center, enjoy peaceful days at our secluded waterfront cottage on Church Creek. Our closest neighbor is across a cove. Our estate offers 50 acres of privacy and one of the best waterfront views on the Chesapeake. Enjoy a view from every window and nature all around you. Excellent walking, swimming (in-ground pool-May 3-Oct 1), great birding and bicycling. Launch your kayak from the backyard. Perfect private getaway!

Waterfront Barn Loft with Modern Cabin Vibe
Relax in nature for a while in our beautiful and cozy barn loft. The loft is located next to our primary residence on 7 private acres along scenic Rewastico Creek, offering year round beauty. Kayak on, or relax by, the tidal marsh creek which is fed by the Nanticoke River and Chesapeake Bay. Centrally located between popular Eastern Shore destinations such as Atlantic beaches and historic small towns. A serene oasis with abundant wildlife.

The Nichols House Cottage
This lovely guest cottage is located in the historic district of Oxford, walkable to town attractions and restaurants. While the main house is a registered historical property built in the 19th century Victorian style, the guesthouse is charming and well decorated with modern comforts. The cottage is completely independent from the main house. Make this your special place for a romantic getaway at any season of the year.
Popular amenities for Cambridge family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Woodland Cottage

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

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Waterfront, Dog-friendly, Hot Tub, Peleton

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Pet Friendly Captains Quarters, Near Annapolis, EV

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade
Family- and pet-friendly home rentals

3N+ Promo| Waterfront | Beach+Gamerm+Kayak+Firepit

19th Century Coastal Cottage with Modern Amenities

Cattail's Branch

Stella

Historic St.Mary's City at the Lazy Bear Cottage

Gorgeous, waterfront home - Perfect for Families.

Cozy Waterfront Apartment Chester, MD

Canary Pointe-A popular getaway for 2!
Family-friendly home rentals with a pool

Tiny house w/ Pool on water near Beaches / turf

Studio apt near DE turf, beaches, &hospital

Maple Hollow Farm - A Little Piece of Heaven

Kits Cottage on "Just Ducky Acres"

Waterfront Farmhouse Meets Modern Luxury

Patuxent River View

Coastal Waterfront 1 Bedroom Cottage

The Little Gypsy BoHome
Quick stats about holiday rentals that are family-friendly in Cambridge
Total rentals
130 properties
Nightly prices starting at
$129 SGD before taxes and fees
Total number of reviews
3.9K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Rentals with a firepit Cambridge
- Pet-friendly rentals Cambridge
- House rentals Cambridge
- Rentals with pools Cambridge
- Rentals with a fireplace Cambridge
- Waterfront rentals Cambridge
- Rentals with a washing machine and dryer Cambridge
- Rentals with beach access Cambridge
- Rentals with a patio Cambridge
- Rentals with outdoor seating Cambridge
- Family-friendly rentals Dorchester County
- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Sandy Point State Park
- Peninsula Golf & Country Club
- Six Flags America
- Baywood Greens Golf Maintenance
- Killens Pond State Park
- Breezy Point Beach & Campground
- Piney Point Beach
- Plantation Lakes Golf and Country Club
- Quiet Waters Park
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- Heritage Shores
- Gerry Boyle Park
- Sandyland Beach
- Rose Haven Memorial Park
- Flounder Pavilion Beach Front - Sandy Point State Park
- Bayfront Beach
- North Beach Boardwalk/Beach
- St George Island Beach
- Franklin Manor Community Private Park
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