Holiday rentals with a pool in Chincoteague

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chincoteague rentals with a pool

House rentals with a pool

Guest favourite
Home in Berlin
4.79 out of 5 average rating, 194 reviews

OC MD trip bayside, great amenities

CalistaRating, 5 stars1 month 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!
Superhost
Home in Rehoboth Beach
4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars10 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 favourite
Home in Cobbs Creek
4.98 out of 5 average rating, 156 reviews

Blue Heron WaterSide

DeborahRating, 5 stars1 week ago
Of my many Airbnb stays, Laura’s comes up with the very best. Her home is lovely, inside and out, with a lot of fun activities to choose from. Located on a beautiful creek opening to wide water gave us a chance to explore in her kayaks and paddle board. Rainy weather meant indoor board games, reading etc on the beautiful protected porch. The kitchen had all sorts of amenities for cooking. Plenty of bedrooms for sleeping in the peaceful atmosphere. I can’t wait to return there!
Top guest favourite
Home in Irvington
4.99 out of 5 average rating, 116 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

KristiRating, 5 stars3 weeks ago
We had a really nice stay at the Rose Retreat! The home is wonderfully appointed with nice furnishings. We especially appreciated the well stocked kitchen with upscale drink and dinnerware. The hand written welcome note, bottle of wine and snacks were so thoughtful - thank you! A perfect location from which to enjoy Irvington and the surrounding towns. We hope to come back in warmer weather to enjoy the pool!
Guest favourite
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.
Guest favourite
Home in Irvington
4.98 out of 5 average rating, 139 reviews

Magical wooded cottage pool +priv hottub walk2town

KimberlyRating, 5 stars1 week ago
We needed a peaceful, relaxing weekend away and that’s exactly what we got by choosing this AirBnB. While neighbors were close, the trees made it feel like we were secluded. The home was comfortable. We especially enjoyed the back room off the kitchen for just hanging out and chatting. Maria provided thorough details up front and was responsive during our stay. We are already planning our next trip.
Superhost
Home in Berlin
4.8 out of 5 average rating, 110 reviews

Mosaic Life Escapes -Bayfront Million Dollar Views

PaulRating, 5 stars6 months ago
Stayed for the weekend after Thanksgiving and it was a great experience. The house was cozy, the beds were comfortable, and the bathroom shower was awesome. The best part of the house is the view out over the bay. It’s really peaceful and a great spot to have coffee and watch the sunrise. We will definitely stay here again!
Top guest favourite
Home in Lewes
4.98 out of 5 average rating, 189 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

KeriRating, 5 stars6 days ago
Peaceful setting to get away for the week. We had a small issue occur while staying at the house and Laura took care of it that day. She was timely with responding and communicating with us. The kids had a great time at the dock catching crabs and minnows. The pool was nice to have access to as well. We would stay here again.

Apartment rentals with a pool

Top guest favourite
Apartment in Bethany Beach
4.93 out of 5 average rating, 299 reviews

Sea Colony Premier Family Resort

ReneeRating, 5 stars5 days ago
Great place to stay at Sea Colony. The place was very nice and looked just like the pictures, and the amenities at the resort were excellent. My husband loved the open pickleball play and we both liked the pools and tram. Great location between many beach towns and boardwalks.
Guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

JasonRating, 5 stars1 month ago
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.
Top guest favourite
Apartment in Lewes
4.98 out of 5 average rating, 50 reviews

Water Views * Balcony * Pool * Fast Wi-Fi

ChrisRating, 5 stars2 weeks ago
The best place anyone could stay! Amazing views, clean, comfortable and great location. Quiet, yet close by needed amenities. Well stocked kitchen allowed us to cook and enjoy the time with family. Teen boys and dad LOVED the boat dock and ability to go out with our paddle boards. Loved biking and running the open areas around getting ready for an Ironman. While the rest enjoyed coffee on the deck in the morning. Super flexible when we needed another day added to our stay as well. Thank you for the amazing stay! We’ll be returning now that our son has moved to the Delaware.
Top guest favourite
Apartment in Rehoboth Beach
4.98 out of 5 average rating, 181 reviews

Renovated Condo Near Outlets, 3.5 Miles to Beach

ChiairaRating, 5 stars1 month ago
The condo was easy to find and easily accessible!! The location is a short drive from the beach and very quiet!! We loved that the balcony was enclosed by a screen to help minimize the bugs and heat; There were plenty of utensils and cookware to assist you with cooking during your stay. Overall, Our stay was enjoyable and We would recommend this booking to our friends and family. We look forward to booking again!!
Guest favourite
Apartment in Rehoboth Beach
4.84 out of 5 average rating, 111 reviews

2b 2b condo! 2 master bedrooms! rehoboth beach

CynthiaRating, 5 stars6 days ago
I had such a great experience staying at this Airbnb — one of the best I’ve ever booked! The space was super clean, well-organized, and felt really welcoming from the moment I arrived. There were extra blankets and pillows in the closet, which was a thoughtful touch, and I was greeted with a cute goodie basket full of snacks and essentials — such a nice surprise! The two bedrooms were spacious and cozy, perfect for relaxing after a long day. The entire place felt comfortable and well-kept, and the kitchen had everything I needed. The pool was definitely a highlight — clean, peaceful, and perfect for a quick dip or just lounging. Overall, this was an amazing stay. I’d absolutely come back and highly recommend it to anyone looking for a clean, cozy, and relaxing place!
Guest favourite
Apartment in Ocean City
4.95 out of 5 average rating, 108 reviews

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

BrittanyRating, 5 stars1 week ago
I would 100% recommend Rodrigo’s condo! Such a quick walk to the beach and the amenities were great especially with a toddler. I liked how it wasn’t directly on the boardwalk, it made it feel like an area guided more towards families. The private laundry room was a great bonus too as well as being a corner unit to leave your beach items outside as well. I liked how there were items for children in the condo such as a pack and play and children’s plates etc. we didn’t need these items, but it was nice to see that it was included for those with children that may have forgotten certain items. Rodrigo was a great host as he was very quick to respond and was very helpful as well as just checking in to see that everything went smoothly and if we needed anything. I would definitely book here again for the next time we visit Ocean City, Maryland!!!!!
Guest favourite
Apartment in Rehoboth Beach
4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

ShahlaRating, 5 stars2 weeks ago
We had a perfect stay at Jonathan’s place. Very clean & nicely decorated condo in a quiet, relaxed location which is an easy drive to Rehoboth. Comfortable beds. Convenient to the bike trail which we rode to Lewes & Cape Henlopen. I just found the single-gear bike was very hard to peddle so I’d recommend you plan on renting a newer one if you want to enjoy your ride (unless, of course, you want a challenging workout!)
Guest favourite
Apartment in Ocean City
4.9 out of 5 average rating, 41 reviews

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool

ReginaRating, 5 stars1 month ago
Was an adorable place! It was perfect for the weekend away! It was within walking dostance of the beach and boardwalk. Matthew was amazing with his instructions on how to locate the home. He was very quick to respond and extremely kind. Highly recommend this place!

Quick stats about holiday rentals with a pool in Chincoteague

  • Total rentals

    140 properties

  • Nightly prices starting at

    $51 SGD before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

Destinations to explore