House holiday rentals in Delmarva Peninsula

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Popular amenities for house rentals in Delmarva Peninsula

House rentals with a pool

Guest favourite
Home in Montross
4.98 out of 5 average rating, 106 reviews

Waterfront Retreat Beach+Pool | Gamerm | Dog+EV OK

DavidRating, 5 stars1 week ago
What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!
Guest favourite
Home in Ocean City
4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

ErikaRating, 5 stars2 weeks ago
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!
Guest favourite
Home in Bridgeton
4.98 out of 5 average rating, 168 reviews

Lakefront Escape w/ Pool, Hot Tub & Kayaks

OliviaRating, 5 stars2 weeks ago
Absolutely beautiful property!! Bebe was a great host and we really enjoyed our quiet stay for the weekend.
Top guest favourite
Home in Villas
4.99 out of 5 average rating, 131 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

MichaelRating, 5 stars2 weeks ago
Beautiful house in a great location, very comfortable for my family of 7, we loved the portico out back. Convenient to Washington Street Mall and USCG base for graduation. Host was very responsive.
Top guest favourite
Home in Irvington
4.99 out of 5 average rating, 116 reviews

The Rosé Retreat: Pool-Screened Porch-RELAX

KristiRating, 5 stars2 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 Montross
4.99 out of 5 average rating, 155 reviews

Beach Please! River cottage w/private beach & dock

SarahRating, 5 stars1 week ago
My family and I stayed here for a week for our family vacation. We are a group of 8 (6 adults and 2 kids) and there was plenty of room for all of us. We barely left the house because with the beautiful view, dock, beach area, canoe, kayaks, hot tub, game room/ library, corn hole, and fire pit we all had plenty to keep us entertained. Everyone loved Mary & Shelly’s place, and it provided the perfect space for us to enjoy the river and each other’s company!
Top guest favourite
Home in Tracys Landing
4.99 out of 5 average rating, 212 reviews

The Little Gypsy BoHome

Jane AnnRating, 5 stars1 week ago
Wonderful place - pictures do not do it justice. Home is spotless and beautifully furnished! We had a great time relaxing on our babymoon. Lots of great restaurants close by and so much to do at the house you never have to leave. Really appreciated the details such as the coloring station and ample beach towels. Hope to stay again in the future!
Top guest favourite
Home in Lewes
4.98 out of 5 average rating, 188 reviews

Beautiful Waterfront Home-Private, Clean, Relaxing

PatriciaRating, 5 stars1 week ago
My husband and I went to this "home" with another couple for several days of peace and quiet. The home and its location were definitely what we were looking for during our short stay. The kitchen was fully stocked which was great since I forgot certain spices for our planned meals. Our initial excursion was to Fort Miles at Camp Henlopen for a tour of the defensive setup along the coast during WWII. The tour was excellent, and with Laura's recommendation we returned to Camp Henlopen's beach for two days of sun and relaxation. This location is close to Lewes and Rehoboth Beach with plenty of restaurants and things to do on the boardwalk if that is something you are interested in doing. Laura was responsive to all emails we sent during our stay. We would definitely return to this home if our travels took us that way.

Weekly house rentals

Guest favourite
Home in Reedville
4.95 out of 5 average rating, 41 reviews

Sunnybank Getaway - Waterfront w/Pier & Kayaks

SandyRating, 5 stars2 weeks ago
We love our stay here! The house had everything we needed and more. It was easy to find, and the views were amazing. We spent the whole time outside in the nature, and we loved how quiet it was. Kevin was easy to reach for any questions we had, and we appreciated his help. We would definitely come back here in the future.
Guest favourite
Home in Cambridge
4.86 out of 5 average rating, 63 reviews

High St. Art Gallery Suite

NadineRating, 5 stars1 month ago
My husband and I had a nice peaceful retreat from city life. Kristin’s cute place was just what we needed. Highly recommend!
Top guest favourite
Home in Heathsville
5 out of 5 average rating, 46 reviews

Northern Neck Creek Retreat w/ king suite, firepit

JulietteRating, 5 stars2 weeks ago
Creek Retreat is a perfect place to kick back and relax. Surrounded by nature, a private oasis. The space is well appointed, clean and comfortable. Tastefully decorated. Added amenities and attention to details elevate the experience. Enjoy kayaking and sitting by the fire. Georgia is a great hostess and is proactive and responsive. If you're looking for a getaway, book it here!
Guest favourite
Home in Salisbury
4.9 out of 5 average rating, 82 reviews

Stella

KeishaRating, 5 stars2 weeks ago
Just lovely...are the best words to describe this home!! Kristin's place is very well decorated and is spotless. My son had a baseball tournament in the area, so we only stayed one night, but it was perfect. Hotel rates in the Salisbury area are absolutely ridiculous, so we were so glad to have found Kristin's place. Note that there is only one shower, but this home is perfect for a small group. Highly recommend!
Guest favourite
Home in Salisbury
4.9 out of 5 average rating, 60 reviews

Bury Oasis: Pool, Hottub, Movie Theatre, Game Room

DavidRating, 5 stars5 months ago
The Oasis was perfect for our needs . We will definitely book it again in the future!
Top guest favourite
Home in Onancock
5 out of 5 average rating, 64 reviews

Egret’s Point on the Creek

SophiaRating, 5 stars1 day ago
We had a lovely, relaxing stay! Karen and Chris were thoughtful and gracious hosts, and we felt very welcome!
Guest favourite
Home in Princess Anne
4.93 out of 5 average rating, 14 reviews

countryside home in Princess Anne

AlexisRating, 5 stars1 week ago
Katlynn was a phenomenal host, she was quickly responsive whenever I had a question and was super flexible with me and my stay. If you’re looking for something peaceful and to feel right on at home, this is the place to go.
Guest favourite
Home in Milford
4.91 out of 5 average rating, 64 reviews

Beach home with great views.

LauraRating, 5 stars1 month ago
Everything was wonderful! The place was exactly as described and the home was especially clean & bright! The peace & serenity of the surrounding area was everything we needed! Cassie was a wonderful host and quick to respond to questions. TY!!

Private house rentals

Top guest favourite
Home in Reedville
5 out of 5 average rating, 64 reviews

Spacious waterfront family retreat. Dogs welcome!

PaulRating, 5 stars2 weeks ago
What an amazing place! The photos did not do it justice. We had beautiful weather and the back patio/deck was the perfect hangout. We went kayaking, caught a lot of crabs, and enjoyed being by the water. We had the firepit going while one of us was grilling food and the vibes were perfect. The detached game room saw plenty of heated pool games with a great selection of music and sound system. Bedrooms were comfortable and the kitchen was a joy to cook in. Dawn provided very detailed instructions so that you know all that you need to do. All-in-all, great spot that is a perfect group getaway!
Top guest favourite
Home in Lower Township
5 out of 5 average rating, 10 reviews

Sunset Cottage: Hot Tub | Fire Pit | Pet Friendly

SusanRating, 5 stars3 days ago
We really enjoyed being so close to the bay. Very peaceful location. The house was clean, neat, and nicely decorated. Queen bed was very comfortable. Nice back yard space. We enjoyed the hot tub and the outdoor shower was wonderful. We appreciated that plenty of towels and linens were provided. Linda was friendly and responsive. Meeting her dog Cider was an added treat!
Guest favourite
Home in Montross
4.9 out of 5 average rating, 21 reviews

Potomac River Getaway

SkyRating, 5 stars1 week ago
Had a great weekend in the Northern Neck here! We watched a pod of dolphins and stingrays from the backyard, enjoyed easy access to nearby parks, and had a great time cooking in the kitchen. This is seemingly a very recently renovated house, and all the towels, sheets, beds, etc. seemed brand new as well. It was super clean, super comfy, and the hosts were very responsive! I liked that the property was surrounded on one side by forest as well—it was nice and quiet and secluded. Finally, they have a super cute collection of board games disguised as old timey books. I'd definitely stay here again!
Top guest favourite
Home in Fishing Creek
5 out of 5 average rating, 47 reviews

Fishing Creek waterfront cottage

SophieRating, 5 stars3 weeks ago
Words cannot express how beautiful and picturesque Robin’s home and property is. I got married on Hoopers Island and we stayed at Robin’s home. The house itself is incredible, from the decorations, to the appliances, to the views; everything was phenomenal! I highly encourage anyone looking for a place to stay on Fishing Creek, to stay at Robins. Robin as a host was incredible. Responsive, generous and so kind. Thank you Robin for making my wedding weekend truly special!
Top guest favourite
Home in Reedville
5 out of 5 average rating, 68 reviews

The Haven On The Chesapeake Bay

CriselyRating, 5 stars1 week ago
We love the Haven on the Bay! This was our third year staying here, and we can't rave enough about how perfect a space it is for us. The waterfront view is incredibly peaceful, the sunrise is gorgeous, and the physical space invites great quality time for the group. Ashley was a very gracious host, and was very quick to respond anytime we reached out with a question. We even had the joy of seeing dolphins while we were roasting s'mores around the fire pit!
Top guest favourite
Home in Prince Frederick
5 out of 5 average rating, 15 reviews

Downs By The River

JeffRating, 5 stars6 days ago
We had a very enjoyable stay at this perfect River House. The place was warm and comforting, with some of the most amazing views you can find. We arrived shortly after check in time, and easily let ourselves in with the lock box code & key. Everything inside looked just like the pictures, and we weren't disappointed! If you're looking for some beautiful river views, right on the water, with your own private water access and dock, this is the place for you. We were in town for a wedding a few houses down, and this place couldn't have been any better for us. We were able to walk to & from, which was a huge bonus for after the reception...Cheers :) We enjoyed eating out a couple times in town, and really liked Brick Wood Fired Bistro & Traders Seafood Steak & Ale. We would highly recommend this property for anyone looking for a peaceful river stay, and will surely return someday in the future! Thanks for your hospitality!
Guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 14 reviews

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

TammyRating, 5 stars2 weeks ago
We had a wonderful stay during our first visit to Rohoboth. The house was beautiful, spacious, and clean. The host was quick to respond to any question or need. The kitchen had everything we needed to cook and the dining area was great for playing our group games. We loved the pool and hot tub area as well. We would definitely come back!
Guest favourite
Home in Deal Island Historic District
4.94 out of 5 average rating, 32 reviews

House of the Setting Sun/Deal Island Bayfront Home

DawnRating, 5 stars2 weeks ago
Once again, our family had an awesome stay in this beautiful home. Definitely will be back..

Destinations to explore