Family-friendly vacation rentals in Cambridge

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Cambridge family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Dewey Beach
4.96 out of 5 average rating, 164 reviews

McAvoy B & B

JaimeeRating, 5 stars2 weeks ago
Great spot, responsive host, overall great experience!
Guest favorite
Villa in Ocean View
4.89 out of 5 average rating, 148 reviews

3 BR 1st floor condo, near beach, resort community

ChrisRating, 5 stars2 weeks ago
Beth’s condo is in a great location within Bear Trap Dunes. It is the perfect spot for a Delaware golf trip. Very spacious unit with nice touches
Guest favorite
Home in Rehoboth Beach
4.87 out of 5 average rating, 229 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 starstoday
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
Superhost
Home in Rehoboth Beach
4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars8 months ago
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.
Guest favorite
Home in Severn
4.88 out of 5 average rating, 162 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

SarahRating, 5 stars2 days ago
The house/pool was gorgeous and had plenty of space for our large family! My only regret was not booking it for few more days!
Guest favorite
Apartment in Arnold
4.96 out of 5 average rating, 174 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars7 months ago
Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.
Top guest favorite
Home in Deale
4.99 out of 5 average rating, 141 reviews

Chesapeake Waterfront HotTub-Kayaks-Crabbing

PamRating, 5 stars4 weeks ago
Second time, we have stayed at this AIRBNB. The host, Natalie is very helpful and welcoming! Both stays were awesome! The home is cozy and comfortable for our family. Amazing water views with a fenced yard for our dog. We enjoyed making a bonfire and roasting marshmallows. Highly recommend this home, and will stay again when we are in the area.
Guest favorite
Townhouse in Selbyville
4.91 out of 5 average rating, 217 reviews

Beach house on lake!

RaymondRating, 5 stars8 months ago
We enjoyed our stay, the neighbors are very friendly. The community pool was very nice, not crowded at all. We able to find small fish es and crabs in the lake, lot of great photo opportunities there. My kids loved it. Location is great, close to most of the attractions. Helen is an excellent host, very responsive and catered to all of our needs. Would stay here again next time coming to this area.

Family- and pet-friendly home rentals

Guest favorite
Condo in Annapolis
4.94 out of 5 average rating, 389 reviews

Brand New Reno in Historic Dist w 2 Parking spots

CamilleRating, 5 stars2 weeks ago
Comfortable is the word to describe this place. Cute, cozy, clean with great walkability. Megan’s instructions were clear, easy and she was more than very responsive. We meandered through galleries, coffee shops and local restaurants. The Navel Academy tour was outstanding. The weather got in the way of our boat cruise. Plenty to see and do with great recommendations from our Airbnb host. Thank you Megan for a great weekend!
Guest favorite
Cottage in Deale
4.82 out of 5 average rating, 178 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

BiplabRating, 5 stars1 month ago
Nestled in the tranquil riverside landscape of southern Maryland, just beside the southern Chesapeake Bay, this home is a hidden gem—truly extraordinary in every sense. If you're seeking a brief escape from the bustling energy of Washington D.C. or Baltimore, this haven offers the perfect retreat. We were two families with four children—two young adults heading to college and two spirited middle schoolers—and every one of us, regardless of age, found joy and peace here. From the breathtaking natural surroundings to the simple pleasure of kayaking through calm waters, each moment felt like a gentle reset for the soul. What truly elevated the experience was our host, Shawn. More than just a “super host,” she embodied hospitality in its finest form. Her attention to detail, her care for comfort, and the thoughtful touches throughout the home surpassed even the details of a Hollywood studio setting !
Top guest favorite
Guesthouse in Annapolis
4.94 out of 5 average rating, 102 reviews

Carriage House near Navy Stadium, parking, pets

RachelRating, 5 stars3 weeks ago
Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!
Superhost
Home in Annapolis
4.87 out of 5 average rating, 177 reviews

Charming Annapolis Water View Home

MenachemRating, 5 stars1 week ago
A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.
Top guest favorite
Home in Salisbury
4.87 out of 5 average rating, 123 reviews

Hudson House

WendyRating, 5 stars4 months ago
We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.
Guest favorite
Cottage in Tall Timbers
4.89 out of 5 average rating, 120 reviews

Old World Cottage/Fabulous Sunsets/Polite Pets OK

JenniferRating, 5 stars6 days ago
This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!
Guest favorite
Apartment in Annapolis
4.92 out of 5 average rating, 101 reviews

Dazzling day/night water views,1st class amemities

ThomasRating, 5 stars6 months ago
Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.
Guest favorite
Apartment in Edgewater
4.91 out of 5 average rating, 439 reviews

Pet Friendly Garden Apartment Near Annapolis

BreyneRating, 5 stars1 week ago
Had a nice stay while in the area to visit my nephew at the Naval Academy. The basement apartment is very comfortable. Area is nice and quiet and my dog loved having a yard to run in.

Family-friendly home rentals with a pool

Top guest favorite
Townhouse in Rehoboth Beach
4.94 out of 5 average rating, 175 reviews

Modern Beach Vibe - Rehoboth Beach

JonahRating, 5 stars2 weeks ago
great location close to everything we wanted to do..clean, well equipped and we'll maintained
Guest favorite
Condo in Rehoboth Beach
4.88 out of 5 average rating, 115 reviews

Coastal Beach Retreat: 3BR | Pool | Patio | W/D

TaylorRating, 5 stars7 months ago
Loved the place! Would be happy to visit again during the summer.. very close to the beach just a short drive, located on a one way highway just to note. Had the best time! Thank you!
Guest favorite
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
House is in one of the best spots for easy in and out of inlet access to beach, shopping, and restaurants. Gives you an extremely personal, and private way to thoroughly enjoy beach life environment. Doug was absolutely amazing from start to finish. Hospitality beyond expectations, which made the stay that much more enjoyable.
Guest favorite
Townhouse in Frankford
4.86 out of 5 average rating, 113 reviews

Seaside Getaway: Bethany Beach Charm

DanielRating, 5 stars7 months ago
Great location with easy communication throughout the process.
Superhost
Home in Queenstown
4.81 out of 5 average rating, 156 reviews

Bay Breeze Retreat

EeshaniRating, 5 stars7 months ago
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.
Guest favorite
Home in Berlin
4.79 out of 5 average rating, 192 reviews

OC, Md great amenities, near national park/beaches

EmilyRating, 5 stars7 months ago
Shawn and Terri’s air bnb went above and beyond my expectations! We decided not to stay on the beach this year but I didn’t realize that we’d still be right on the bay! There’s a peer overlooking the ocean that was just a five minute walk away. Not only that, but the community itself was private, peaceful, and had everything you could ever need to stay busy! There were two pools, ball courts, and playgrounds all walking distance. The residents were kind and welcoming. Assateague beach was a five minute drive away and restaurants only a ten minute drive! The main strip of ocean city was super close. The air bnb itself was clean and beautifully decorated. There were extra blankets, amenities, my son loved the cards and coloring books! All in all this was the perfect place to stay.
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 191 reviews

Beautiful Beach House in Rehoboth

ErikRating, 5 stars2 weeks ago
We had an amazing time staying at Autumn’s beautiful house! It was very spacious, clean and in a great location. It was a perfect place for us to stay for the running festival.
Guest favorite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars8 months ago
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

Quick stats about vacation rentals that are family-friendly in Cambridge

  • Total rentals

    130 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    3.6K 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

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