Family-friendly vacation rentals in Delmarva Peninsula

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Delmarva Peninsula family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Condo in Bethany Beach
4.93 out of 5 average rating, 297 reviews

Sea Colony Premier Family Resort

DioneRating, 5 stars1 month ago
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. :)
Guest favorite
Home in Dewey Beach
4.96 out of 5 average rating, 168 reviews

McAvoy B & B

ZacharyRating, 5 stars2 days ago
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!
Superhost
Condo in Bethany Beach
4.89 out of 5 average rating, 176 reviews

Beautiful Beach-View Condo

EricaRating, 5 stars1 week ago
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 😊
Superhost
Home in Annapolis
4.87 out of 5 average rating, 179 reviews

Charming Annapolis Water View Home

ManningRating, 5 stars1 month ago
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.
Guest favorite
Home in Severn
4.88 out of 5 average rating, 169 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

SamihahRating, 5 stars5 days ago
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!
Guest favorite
Apartment in Arnold
4.96 out of 5 average rating, 174 reviews

Celebrate Summer by Your Private Pool

JennaRating, 5 stars9 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.
Guest favorite
Townhouse in Baltimore
4.95 out of 5 average rating, 686 reviews

Romantic Hot Tub Getaway, Walk to Fells Point

McCallumRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Deale
4.99 out of 5 average rating, 144 reviews

Chesapeake Waterfront-Kayaks-Crab-Fish-FirePit-Spa

MelissaRating, 5 stars1 week ago
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

Superhost
Guest suite in Sparrows Point
4.87 out of 5 average rating, 179 reviews

Lofty Dreams, 2016 Brookstone RV - Waterfront

StaceyRating, 5 stars1 month ago
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!
Top guest favorite
Apartment in Solomons
4.99 out of 5 average rating, 289 reviews

Walk to famous Tiki Bar on Solomons Island!

EmilyRating, 5 stars2 weeks ago
An ideal place for a couple (and in our case a dog) looking for a peaceful, relaxing weekend in a beautiful and convenient location.
Guest favorite
Cottage in Deale
4.82 out of 5 average rating, 181 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

BobRating, 5 stars3 weeks ago
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.
Top guest favorite
Home in Lancaster
4.99 out of 5 average rating, 234 reviews

Rivah View

PeteRating, 5 stars1 month ago
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.
Top guest favorite
Cottage in Cape May
4.92 out of 5 average rating, 606 reviews

Charming Bayfront Tranquility

LisaRating, 5 stars4 days ago
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.
Guest favorite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars1 month ago
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!
Superhost
Apartment in Silver Spring
4.92 out of 5 average rating, 444 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

AndrewRating, 5 stars1 month ago
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.
Guest favorite
Guest suite in Ocean Pines
4.95 out of 5 average rating, 377 reviews

Stunning private waterfront suite

MikeRating, 5 stars5 days ago
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

Guest favorite
Cabin in Saint Michaels
4.99 out of 5 average rating, 110 reviews

True St. Michaels 6 Acre Waterfront w/heated pool

SheriRating, 5 stars1 month ago
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!
Guest favorite
Condo in Rehoboth Beach
4.94 out of 5 average rating, 114 reviews

Cozy Condo on Silver Lake - Walk to the beach!

DeborahRating, 5 stars2 days ago
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!
Superhost
Condo in Rehoboth Beach
4.89 out of 5 average rating, 146 reviews

Right on Silver Lake walk to the beach and town!

ChrisRating, 5 stars3 weeks ago
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.
Guest favorite
Townhouse in Frankford
4.86 out of 5 average rating, 117 reviews

Seaside Getaway: Bethany Beach Charm

RyanRating, 5 stars3 weeks ago
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.
Top guest favorite
Guest suite in Catonsville
4.94 out of 5 average rating, 524 reviews

Rollingside: Two-Room Guest Suite

Abhaya SeetaramRating, 5 stars1 week ago
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.
Guest favorite
Home in Berlin
4.79 out of 5 average rating, 194 reviews

OC MD trip bayside, great amenities

CalistaRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Rehoboth Beach
5 out of 5 average rating, 195 reviews

Beautiful Beach House in Rehoboth

RebeccaRating, 5 stars1 week ago
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!
Guest favorite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars9 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.

Destinations to explore