
Family-friendly vacation rentals in Delmarva Peninsula
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Delmarva Peninsula
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Delmarva Peninsula family-friendly rentals
Family-friendly home rentals with a hot tub

Sea Colony Premier Family Resort
Love staying at Marie's condo in Sea Colony. This was the first time that we were in Bethany Beach in early May in many years. It was fun seeing the community get ready for the upcoming season. Marie is proactive and responsive. Her place is perfect for 2 people. :)

McAvoy B & B
Katie’s home was beautiful. The properly was squeaky clean upon arrival and it had everything we needed. Loved the beach chairs and bikes. Perfect location close to the beach and restaurants. Thank you for a wonderful stay!

Beautiful Beach-View Condo
We loved Raj’s place! We have two young children and his place was fully equipped to entertain them with books, toys, etc. Best Airbnb we have stayed in so far 😊

Charming Annapolis Water View Home
This house is uncommonly beautiful. There is something in every space worthy of contemplation whether it is coffee table in the living room that has a turn of the century industrial feel to the lacquered kitchen countertop that has sealed in the natural beauty. I spent the weekend in awe of its intricacies. I was in town for a wedding with my family, but noted how the whole house including the outdoor space included everything a beachfront house would have to enjoy an extended summer vacation for the whole family. Outdoor space was well equipped for outdoor activities and entertainment with fire pits, grills, hot tub, a plugin cooler for outdoor use. I only wish we’d been better suited to enjoy every aspect of the amenities provided. My favorite thing about this place was the view of the Chesapeake in all of her glory on full display from the living room window. Delightful.

Large Home with Pool & 7 bedrooms; sleeps 21
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

Celebrate Summer by Your Private Pool
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.

Romantic Hot Tub Getaway, Walk to Fells Point
Great location with lots of locations walkable and nearby. Peaceful neighborhood and great place to stay. Brandon had lots of helpful recommendations for restaurants, bars, etc.

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa
This was a beautiful waterfront home! This home was well equipped with everything you may need! The host was available if we needed anything! Would definitely recommend!
Family- and pet-friendly home rentals

Lofty Dreams, 2016 Brookstone RV - Waterfront
Amazing. Such a peaceful spot by the water. We had such a nice relaxing time. The RV was spotless and had everything we needed, and the outdoor space and kayaks kept everyone entertained all weekend. My whole family enjoyed their stay and talking to some of the other guests at night be the firepit. It was also fun watching everyone work on their boats. This airbnb is a hidden gem in Edgemere. We can’t wait to stay again!

Walk to famous Tiki Bar on Solomons Island!
An ideal place for a couple (and in our case a dog) looking for a peaceful, relaxing weekend in a beautiful and convenient location.

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
Shawn's place is great! It is well-cared for and has everything you need to enjoy the indoors and the outdoors. The views of the water are beautiful and you can spend a lot of time watching the different birds. Getting there is easy and not far from restaurants and grocery stores. Shawn makes you feel special and wants to ensure you have a wonderful stay. Hope to go back soon.

Rivah View
Relaxing, well-kept property and house with a view. Plenty of good food in next town over. If you haven't been to Northern Neck, stay here and enjoy some peace and quiet.

Charming Bayfront Tranquility
Almost hate to give a great review because the house will be harder to book. We have been staying at Thomas‘s place for at least nine years now. Great little cottage across from the bay. The home is as described. It is a one bedroom with a small kitchen and bath and a sitting room. Although there is no TV, the Wi-Fi is strong. But who needs to watch TV when you have that gorgeous view. Every time we visit, the space is spotless. You can’t beat the location, especially if you travel with your fur baby. Thomas is a great host, attentive, responsive, and easy to contact.

BnB’s Dog-Friendly Cottage
Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!

Escape to a Sunny Apartment in a Quiet D.C. Suburb
Very responsive host. The side yard is very nice for people with dogs that travel. Location is very nice but DC traffic during rush hour can be rough but this can be planned for. Would stay again.

Stunning private waterfront suite
We came for peace and quiet, and Julie's place delivered! We came to see the Assateague horses, and just relaxation, and we were totally happy here in Ocean Pines. Our private ground floor of a beautiful house at the end of the lagoon, was in a perfect location to get to Ocean City and Assateague easily. Julie gives a lot of information in her listing, and everything was just the way she described. Checking in and out was seamless. We had a wonderful time relaxing in Julie's hideaway at the lagoon. We loved it!
Family-friendly home rentals with a pool

True St. Michaels 6 Acre Waterfront w/heated pool
Great place for a getaway! St. Michael’s is a wonderful town and so easy to get to from this lovely place! Was perfect location for our family ladies trip- plenty of space and just a quick trip down town to the shops and restaurants! - I think we’ll be back!

Cozy Condo on Silver Lake - Walk to the beach!
We have two elementary aged kids and the location was perfect for us - we were next to the pool, and two playgrounds and the basketball and tennis courts were a few minutes walk away. We enjoyed the wildlife and quiet but were able to go into town and visit the boardwalk easily. Thank you for a lovely stay Sue!

Right on Silver Lake walk to the beach and town!
Pleasant surroundings, nice quiet location with lovely view. The well equipped kitchen went mostly unused due to myriad eateries within walking distance. Parked our vehicle and chose not to, and never needed to use it during our stay. Oh, and if you're into turtles the Turtle Bridge is aptly named. Good experience overall, would happily stay again.

Seaside Getaway: Bethany Beach Charm
Me and my friend stayed here for the boardwalk rock festival, and it was a great choice! The area the place is in was super peaceful, and felt very safe. The place itself was easy to check into and inside it was very inviting and comfortable. The host put in a lot of effort to make sure there were a lot of things to do in the house itself, like DVDs, games and access to the pool. Everything was clean inside and in good working order. I would definitely recommend staying here.

Rollingside: Two-Room Guest Suite
It was a great place to stay. The days we went were quite rainy, and the house looked like a homestay nestled in the woods. The house was kept clean, cozy, and quiet, just what I needed after a long tiresome day. I enjoyed their book collections as well. Although, I couldn't make use of the local suggestions they had in the house, I'm sure it was well-curated. Overall, a fantastic stay in a safe place.

OC MD trip bayside, great amenities
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!

Beautiful Beach House in Rehoboth
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!

Secluded beach beauty with private, heated pool
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.
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