
Family-friendly holiday rentals in Cambridge
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Top-rated family-friendly rentals in Cambridge
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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
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.

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!

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.

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!

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!

“Cabana by the Bay”-tiny home on a pier!
This tiny home is a newly renovated cabana sitting on a pier. Fall asleep to the sound of waves crashing under you! Enjoy shared use of our private beach. Bikes are available April-October and are stored directly across the street. Go crabbing or fishing off the pier and walk to one of the many nearby restaurants. Check out the summer concert series at the Calvert Marine Museum.

Great Historic Cambridge Home With Parking!
This is a beautifully renovated home three blocks from the Choptank River. It's three finished levels and will easily accommodate a large group. This is a short walking distance to downtown Cambridge. I use this as a weekend getaway and make it available when I know I will not be there. It has been lovingly renovated and decorated with that in mind.
Popular amenities for Cambridge family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Cottage, Winter Promo, Hot Tub, BlockToBeach

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

Starboard on McKeil Point, w/heated pool & hot tub

Cottage on Solitude Creek, Hot Tub, Pool & Firepit

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Studio on the Bay.
Family- and pet-friendly home rentals

19th Century Coastal Cottage with Modern Amenities

Cattail's Branch

Stella

Come for Water Fowl, Hunting-Big, Beautiful Home!

Charming Rustic Boathouse right on the Water!

Peaceful Waterfront Retreat on The Bay

Cozy Retreat w/Private Beach Access

Water View Cottage
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool

Cozy Woodland Cottage

Farm Cottage - POOL - 30 Min to BEACH

Coastal Comfort Suite Near Annapolis, Hottub, EV

Kits Cottage on "Just Ducky Acres"

Waterfront Farmhouse Meets Modern Luxury

Annapolis Garden Suite

Patuxent River View
When is the best time to visit Cambridge?
Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
---|---|---|---|---|---|---|---|---|---|---|---|---|
Avg. price | $310 AUD | $307 AUD | $310 AUD | $371 AUD | $397 AUD | $632 AUD | $445 AUD | $425 AUD | $634 AUD | $382 AUD | $384 AUD | $376 AUD |
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 rentals
120 properties
Nightly prices starting at
$123 AUD before taxes and fees
Total number of reviews
4K reviews
Pet-friendly rentals
30 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 patio Cambridge
- Rentals with a fireplace Cambridge
- Pet-friendly rentals Cambridge
- Waterfront rentals Cambridge
- Rentals with a fire pit Cambridge
- Rentals with outdoor seating Cambridge
- Rentals with beach access Cambridge
- Rentals with pools Cambridge
- Rentals with a washing machine and dryer Cambridge
- House rentals 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
- Ragged Point Beach
- Chesapeake Beach Water Park
- 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
- Nassau Valley Vineyards
- Matapeake Clubhouse and Beach
- Idlewilde Restoration Project
- Lake Presidential Golf Club