
Family-friendly holiday rentals in Chincoteague
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Top-rated family-friendly rentals in Chincoteague
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Popular amenities for Chincoteague family-friendly rentals
Family-friendly home rentals with a hot tub

3 BR 1st floor condo, near beach, resort community
We appreciated your quick responses and helpful recommendations. Staying with Beth was a pleasure. The location was perfect, the home was cozy and Beth was always available to answer our questions. Highly recommended!”

Sea Colony Beach And Tennis Resort
Beautiful, clean home that was perfect for vacation for family of 7. Great location with lots to do. We took advantage of the fitness facility, pool, beach, pickle ball, playground, community grills, tram and Sea Colony shops. Caroline was extremely easy to communicate with as she was highly responsive and proactive in providing helpful information. Would definitely recommend.

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 😊

Fun, Sun and Water 2br upstairs apt
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.

Featured on HGTV! Bethany Beach Ocean Front Condo
Better view than the pic shows! The private beach was clean and very close to the condo. Rentable chairs and umbrellas available on the beach. There are 2 chairs and umbrellas in the condo to use. Some of the furnishings could use a freshen-up. Mattress was excellent and we are picky! The place was very clean upon arrival and the owner was very responsive to any questions we had! Bethany Beach Boardwalk is less than a mile and a delightful treat with great restaurants and shops along with beach access- something we did not expect and thoroughly enjoyed!

Lakefront slps 6; beach, pools, tennis, gym, view!
Sherri’s place is awesome and the community and surroundings are beautiful. The kitchen is furnished with everything you need for cooking. The deck is such a plus, with the view of the pond and the ducks, as well as the private little beach. The community is very friendly and walkable, and the different options for pools were very fun for us to explore. Taking walks in the morning was amazing. It is very close to Bethany “downtown” and 6 min drive to the beach. You can also walk or take the tram. I had a great time with my kids and would definitely recommend and come back!

Quiet Retreat near Assateague Main House
What a truly incredible place and host! I can’t say enough about Kate’s responsiveness and the incredible space. We loved it and hope to be back again!

Bayside - Best Deal in Bayside!
We loved the location, right across from one of the pools! Lots of steps but it’s a great property and plenty of room for everyone! Would definitely stay again!
Family- and pet-friendly home rentals

Bethany Beach 116 5th St Oceanblock
We loved our stay! The house was beautiful with lots of space and exceptionally well stocked. The pictures really don’t do it justice. We spent a lot of time on the very comfortable screened in porch. A few nice surprises: the water pressure was fantastic, the washer and dryer are huge, and there was ample fridge space upstairs and a second one on the first floor. Paul was also very responsive during our stay and very nice! We’d love to come back again!

SNUG HARBOR waterfront cottage with a grand view!
We ABSOLUTELY loved our visit, and plan to return and stay with Basia! Our weekend consisted of rainy weather and she offered us a covered porch which was well worth it!! Each morning we had a peaceful water view with the horses in the distance. I don’t think it could get any better. The boat tour was SO much fun. Basia stayed in contact with us about when would be the better time to go. She really looked out for us when the weather would be at its peak. Her recommendations never failed to impress. Thank you SO much for having us!! We plan to be back.

The Little House at Waveland
Had such a lovely stay at the Little House to attend a wedding at the Maritime Museum which is virtually next door. We hope to be back again when we have more time to enjoy the gorgeous view, little beach, and walk to a restaurant or two. Perfect location and we were in awe at how many stars we could see with so little light pollution compared to our home in the suburbs. 🩷 Even with summer temps the screen porch with fan was the best way to wind down in the evening. They’ve thought of everything you could possibly need!

Private House 4BR -Eastern Shore VA Wachapreague
Great place for a group! 10/10!

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!

Camp Rappahannock - Deltaville Waterfront Living
We had an amazing stay at Camp Rappahannock to celebrate our mother’s 90th birthday and a family thanksgiving. The house is thoughtfully outfitted and the kitchen had everything we needed to cook our feast. The location was just perfect, beautiful setting and so relaxing. We hope to visit again!

Hudson House
This house is very spacious, comfortable and very homey. We had a great stay! We were initially concerned about it having only one and half bathrooms but once we were there we didn’t even notice it. The bathroom is so big and the half bathroom is ideally situated at the other end of the house, which was very convenient. We would definitely recommend it and will book it again on our next trip to Salisbury.

Waterman's Waypoint
I’ve never had a nicer host. John had to help me through reservations because of some weird Airbnb accounts thing (two accounts??) but was so patient and was able to troubleshoot the problem. What a lovely spot!
Family-friendly home rentals with a pool

Private pool, waterfront, kayaks, bikes, firepits!
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!

Spacious Direct Oceanfront 1BR Condo w/Balconies
My wife and I stayed at Natallia's place with our almost 2 year old. The unit was in the perfect location, away from the hustle and bustle of the boardwalk but still close by any amenity we needed. The view from both balconies was beautiful and the space was clean. Condo staff were great, pool was perfect, and the beach never got too busy. We would definitely recommend staying here and hope to be back soon!

West OC Bayside Getaway w/ pool
I highly recommend this house! Doug is a very helpful and responsive host. The house is just as pictured in the photos and very clean. The location is also ideal - private but close to everything! The deck and patio in the backyard are beautiful and right on the water. The pool is also very clean and relaxing. I don’t have one bad thing to say about this house, and I can’t wait to come back next summer! :)

Seaside Getaway: Bethany Beach Charm
Our family had a wonderful time exploring and enjoying the area. It was nice to have a clean, comfortable space to come back to. It have everything we needed to cook, we enjoyed the games, and we especially enjoyed the back porch room. I read and had my coffee in there every morning. We really enjoyed our stay and were very happy with our accommodations.

Waterview, Steps from Beach, Linens Included!
⭐️⭐️⭐️⭐️⭐️ A Perfect Beach Getaway for Families This condo was absolutely beautiful and spacious—perfect for our group of 8 (two families). The location couldn’t be better: right on the beach and within walking distance to many shops, restaurants, and attractions. We loved waking up early to catch the sunrise with our little ones, such a peaceful and unforgettable part of our trip! The condo had everything we needed to feel right at home, and we were all very comfortable throughout our stay. We would definitely come back and highly recommend this place to other families looking for a relaxing and convenient stay in Ocean City!

Bayside Beach Getaway
I come to Ocean City every June with a couple of my employees for an annual conference and we always get an AirBnb, Bayside Beach Getaway was perfect! The location was excellent for us and close to everything, much of it within walking distance; restaurants, convenience stores etc as Coastal Hwy was just 50 ft away. The host communicated with me quickly and clearly and the check-in was flawless. When we arrived, we found a very nice, very clean condo with plenty of room. Our schedule was such that we ate breakfasts and lunches at the condo before and after the conference. The kitchen was well stocked with everything we needed to cook our meals. We enjoyed sitting out on the deck in the evenings which overlooked the water. I would highly recommend this condo!

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool
We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!

Spacious Bethany Beach Retreat Pool Pickle Ball
Susan’s home was exactly what we needed for our tournament weekend. We didn’t get to enjoy the proximity to the beach but we absolutely loved our stay. Susan was an amazing host. Would definitely stay again!
Quick stats about holiday rentals that are family-friendly in Chincoteague
Total rentals
560 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
110 properties have a pool
Rentals with dedicated workspaces
430 properties have a dedicated workspace
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Assateague Beach
- Delaware Seashore State Park
- Snead Beach
- Peninsula Golf & Country Club
- Bear Trap Dunes
- Plantation Lakes Golf and Country Club
- Fenwick Island State Park Beach
- Trimper Rides of Ocean City
- Coin Beach
- Parramore Beach
- Bow Beach
- Assateague State Park
- Gargathy Beach
- Guard Shore
- Langford Sand
- 6 Mile Beach