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Family-friendly vacation rentals in Eastern Shore of Virginia

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Eastern Shore of Virginia family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Lancaster
4.63 out of 5 average rating, 19 reviews

Peaceful bay retreat. Hot tub,water views,fire pit

SjaloomRating, 5 stars5 months ago
A spacious home by the water. We celebrated Thanksgiving at this location and it was very special. The views are beautiful, had a fire right by the water and relaxed by the beach. A perfect getaway with family and friends. It has everything you need, the living room is super comfortable and great to relax with the family. The kitchen was spacious making it easy to cook and entertain the family. We loved the hot tub, playing pool and having family dinner. Overall a fabulous experience!! Great host- great communication. Highly recommend
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, 149 reviews

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

AustinRating, 5 stars4 days ago
The community around Beth’s condo is amazing. Nice and quiet but still close enough to everything to where it’s not a hassle to get there! Plenty of space inside the condo so people don’t feel crammed! Sits on a beautiful golf course! Can’t recommend this condo enough!
Guest favorite
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

JordanRating, 5 stars1 month ago
We had a great stay at Eddie's place! Very close to restaurants, Colonial Williamsburg, and Busch Gardens. The unit we stayed in was spotless and had all of the amenities that we needed during our stay. Highly recommended!
Superhost
Apartment in Ocean View
4.64 out of 5 average rating, 87 reviews

Fun, Sun and Water 2br upstairs apt

AndrewRating, 5 stars9 months ago
Don was a great host. From the moment I arrived my dog Dizzie and I felt like valued guests. Don provided some great recommendations for things to do locally, and was always available if anything came up. The space was very clean and I could tell Don put a lot of effort into creating and maintaining it.
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 stars4 days ago
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.
Top guest favorite
Home in Deale
4.99 out of 5 average rating, 141 reviews

Chesapeake Waterfront HotTub-Kayaks-Crabbing

PamRating, 5 stars1 month 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.

Family- and pet-friendly home rentals

Guest favorite
Home in Lanexa
4.96 out of 5 average rating, 205 reviews

Williamsburg Hide-A-Way Creekside

JasonRating, 5 stars3 days ago
We had a great time, the house was very clean and Anne was an excellent host. She was very detailed and responded right away.
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
Cottage in Norfolk
4.97 out of 5 average rating, 325 reviews

Lovely Ocean View Cottage

ShellyRating, 5 stars1 week ago
Very peaceful and fenced in yard was a plus for our small dog. The beach was only a couple of blocks away. House was clean and host was responsive.
Top guest favorite
Home in Chincoteague
4.95 out of 5 average rating, 355 reviews

Tranquil Shores - Nature Inspired Relaxation!

MelissaRating, 5 stars6 days ago
Loved the house! It was pretty easy to find even at 10PM. The master bed was super comfortable! It does get a little warm up there, so take advantage of the screened windows and door to get a good cross breeze.
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
Home in Rehoboth Beach
4.9 out of 5 average rating, 117 reviews

Luxury Carriage House in Rehoboth Beach

TerryRating, 5 stars7 months ago
Beautiful home in beautiful neighborhood! Kitchen was well-equipped. Convenient location was an easy walk to the town of Rehoboth. Linda was very responsive to our questions and at check-in she walked us through how to use the appliances.
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 stars1 week 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
Home in Kilmarnock
4.93 out of 5 average rating, 103 reviews

Waterman's Waypoint

NanRating, 5 stars2 months ago
I think the Northern Neck as a winter destination is severely under rated! Cozy cozy cozy! I love the knotty pine room that looks out over Prentice Creek and across as the the conserved Ditchley Ciderworks' woods. There's another bald eagle!

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
Superhost
Condo in Rehoboth Beach
4.79 out of 5 average rating, 285 reviews

Right on Silver Lake walk to beach!

NancyRating, 5 stars3 months ago
This was our third stay in this cozy little place and it was as clean and comfortable as always. Enjoyed beautiful snowy views of the frozen lake. We really appreciate the fireplace this time of year. Looking forward to visiting again!
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
Condo in Rehoboth Beach
4.94 out of 5 average rating, 113 reviews

Cozy Condo on Silver Lake - Walk to the beach!

SarahRating, 5 stars7 months ago
Sue's place was absolutely perfect for our five night stay! Great location and an easy walk to the beach and town. The condo was so comfortable and had everything we could ever want. We were greeted with beautiful view of the lake every morning. It was everything we wanted and more. Sue and Don were the perfects hosts, so friendly and helpful! Can't wait to come back!
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, 192 reviews

Beautiful Beach House in Rehoboth

JenniferRating, 5 stars4 days ago
We had a wonderful stay at Autumn's house. The house itself was really lovely - clean, spacious, comfortable, and beautifully decorated. And the location was unbeatable: near enough to the beach and restaurants in town to walk everywhere, but in an adorable and quiet neighborhood. (We were visiting in the off season, so probably things are more hectic in the summer, but I would absolutely pick this house over other options in the future). Autumn was also very communicative and responsive. A great find all around.
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.
Guest favorite
Townhouse in Bethany Beach
4.85 out of 5 average rating, 357 reviews

Spacious Bethany Beach Retreat

VictorRating, 5 stars1 week ago
The home was beautiful. Great host. would definitely rent from again. Thank you.

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