Cottage vacation rentals in Dewey Beach

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Popular amenities for Dewey Beach cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Bethany Beach
4.94 out of 5 average rating, 17 reviews

New Waterfront Listing! Sleeps 7.

JosephRating, 5 stars2 months ago
We enjoyed Kristen’s home it was so he perfect location for our itinerary on this adventure. Blessings - joe and Jen
Top guest favorite
Cottage in Dewey Beach
4.88 out of 5 average rating, 77 reviews

Uncle Buck's

PamRating, 5 stars2 days ago
Uncle Bucks was exactly as pictured and described. The location cannot be beat either, having walkable access to the beach was perfect. A lot of amenities at the cottage as well, the hot tub being the best in my opinion. I had a nice relaxing week, which was the goal of my visit. Thank you again!
Guest favorite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 166 reviews

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

GregoryRating, 5 stars1 week ago
Great place for a small group gathering. Fantastic hot tub. Great space, stocked kitchen, plenty of things to do nearby.
Cottage in Newark
4.89 out of 5 average rating, 54 reviews

Cropper Creek House

CharlotteRating, 5 stars70 months ago
The house is spacious, clean, and conveniently located. Laura made everything simple, including easy check-in and good local tips. It was perfect and fun for four, but would comfortably accommodate more!
Private room in Rehoboth
4.5 out of 5 average rating, 4 reviews

Beach Suite 2 King Beds Pet Friendly Canalside Inn

SerenaRating, 5 stars66 months ago
I was a bit skeptical at first because I've never booked a hotel room through airbnb. This experience was great. The suite was clean and I was able to have my pup with me. Located close to the beach and attractions. Great stay, would recommend.
Guest favorite
Cottage in Selbyville
4.91 out of 5 average rating, 33 reviews

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

DominiqueRating, 5 stars3 weeks ago
We enjoyed this beautiful property very relaxing and peaceful, located within a golf course. The beach is 10 minutes away, there’s also great food, attractions, arcades, miniature golf and tons of fun activities to enjoy as this property is on the boarder. Rebekka was an amazing/accommodating host.
Guest favorite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 175 reviews

*The Artist's* Hot Tub- Fire Pit-Private Back Yard

MatthewRating, 5 stars1 week ago
Laura and Red were great, the ice maker was not working properly before we arrived and they dropped off a bag of ice to tide us over until the machine was back online. The location is great, close to everything and also easy to get to. If you know Rehoboth, you know it can be complicated when you need to make u-turns every time you want to go somewhere. This house has easy access to a grocery store without having to get on 1. Hot tub was super clean and there are shocks provided to keep it that way through the week. Nice touches like sound machines in all of the bedrooms to drown out any outside noise. Great spot!!

Pet-friendly cottage rentals

Guest favorite
Cottage in Ocean Pines
4.93 out of 5 average rating, 43 reviews

Rhapsody in Blue Beach Cottage Ocean Pines, OC MD

MaryRating, 5 stars4 months ago
What a great home right in the middle of the Ocean City and Berlin areas! So cozy and super clean!!! We definitely enjoyed that it was pet-friendly. Super responsive hosts who also provided a lot of extras like extra linens and disposable coffee cups, etc. We hope to come back to stay!
Superhost
Cottage in Ocean City
4.67 out of 5 average rating, 64 reviews

Captain’s Hill Cottage - Ocean City

TriciaRating, 5 stars6 months ago
The house was as described. Cozy and comfy with a nice, big yard and quiet surroundings. Aaron was totally responsive and went above and beyond to accommodate us and our dog, Gumbo. Definitely recommend him as a host and his place if you want a quiet place in West Ocean City.
Top guest favorite
Cottage in Ocean Pines
4.97 out of 5 average rating, 38 reviews

3-bedroom cottage in Ocean Pines

AngelaRating, 5 stars1 week ago
We enjoyed every moment of our stay. Viktoria was incredibly kind and the cottage was fully stocked. We came during the offseason and weather was not cooperative at first but we were able to use the board games, watch movies, and learn some origami on the wet days. We rode the bikes and my kids loved the nearby playground and basketball court. There were treats and bowls for our dog and the neighborhood was peaceful. We were able to go to Assateague Island a couple of times and the horses were a huge hit with everyone. Our dog enjoyed the beach, too. The only misunderstanding we had was thinking the community indoor pool was included in the amenities for free. There’s a user fee but we ended up getting a couple of nice beach/boardwalk days instead so it all worked out. Viktoria was quick to respond when we asked about it and sent instructions for how to access it if we chose to do so. This was a great time away from the city for all of us. We wouldn’t hesitate to stay again.
Guest favorite
Cottage in Lewes
4.94 out of 5 average rating, 67 reviews

Dog Friendly Fenced In Backyard Cozy Home

TishRating, 5 starstoday
Liz was a great host and made our family feel right at home. She was a quick responder if we had any questions, which made everything even smoother. We were so happy to be able to bring our dog, Melo, along with us! The location was perfect—close to everything we needed and all the activities we wanted to do. The home was cozy and welcoming, and although the weather didn’t cooperate, we would’ve loved to enjoy the backyard with the fire pit and grill. We’ll definitely be booking again!
Top guest favorite
Cottage in Ocean City
4.99 out of 5 average rating, 68 reviews

WalktotheBeach! FencedYard-FirePit-PingPong-Bikes!

SubhajitRating, 5 stars1 month ago
This is an excellent home and the host is just awesome! Very responsive and proactively made sure we had the best time over there in OC. This is our first trip with our 6 month old pet and she was very happy and we had no problem at all. Very highly recommended. This will be our go to place in OC
Superhost
Cottage in Milton
4.82 out of 5 average rating, 73 reviews

Bayshore Cottage, Steps to the beach!!

SandraRating, 5 stars7 months ago
I had a wonderful stay! Excellent location just steps from the beach. Quiet and peaceful. Dog friendly. Comfortable bed. Kitchen was stocked with everything I needed. WiFi worked great, which was important for me to work remotely (lots of video conferencing). I hope to return soon!
Superhost
Cottage in Ocean View
4.77 out of 5 average rating, 52 reviews

OV Central Beach Cottage

FrankRating, 5 stars8 months ago
The house was exactly as seen on website would definitely stay again..definitely longer just to have a bbq and fire 🔥 easy to get to town..very quiet felt like home .i live in the woods in the hudson valley already showed my friends and family house 🏠 thank you so much 💓
Guest favorite
Cottage in Ocean View
4.9 out of 5 average rating, 20 reviews

Monthly Rental w/ TONS of Storage! Please message

SueRating, 5 stars7 months ago
We had a very nice stay. Everything was very clean and nicely appointed. Our two doodles loved it too. Will is a very gracious host and we highly recommend him and his properties anytime you want to come to the Bethany beach area. We will be coming back very soon. Thank you.

Private cottage rentals

Top guest favorite
Cottage in Lewes
4.95 out of 5 average rating, 19 reviews

Relaxing Beach Cottage

AmandaRating, 5 stars7 months ago
We had a lovely time at Sarah's place. The cottage was very quaint. It was even equipped with children's dishes and activities. Would definitely recommend if traveling with small children. House was about 20-30min away from Rehoboth and Lewes beaches. I think our favorite was the fire pit. Nice spot to relax at the end of a long day.
Superhost
Cottage in Cape May
4.82 out of 5 average rating, 11 reviews

"Bain de Soleil in Cape May"

VirginiaRating, 5 stars7 months ago
My husband and I were celebrating our 40th anniversary. We were so pleased with the house- clean, great layout, and wonderful outdoor space. The house is in a residential neighborhood and within walking distance of Cape May downtown.
Top guest favorite
Cottage in Cape May
4.99 out of 5 average rating, 99 reviews

Classic Cape May Design – Cozy, Elegant, Inviting

GuðrúnRating, 5 stars1 week ago
We had a great weekend stay with the kids. The place was spotless, comfortable, and in a calm area while still being close to everything. The hosts were kind and responsive — would definitely recommend!
Superhost
Cottage in Lewes
4.75 out of 5 average rating, 20 reviews

Dock Holiday - Waterfront A-frame Cottage

JudeRating, 5 stars8 months ago
Dock Holiday is perfect for anyone seeking a relaxing vacation in a serene setting. The space is unique, funky and inviting. It feels like a family summer home, a place to make warm memories. It has everything you need for function and comfort—AC, wi-fi, fully equipped kitchen, comfortable beds and a screened in porch. The property is beautiful with a large shady yard and a lovely breeze off the bay. There are footpaths all around the neighborhood and the pool area is great for all ages. The ocean, beach, shopping, restaurants and other attractions are about 20 minutes away. That area is very crowded in summer, so it’s nice to go there when you want to and return to Dock Holiday to unwind. We’re already talking about when going back next year.
Guest favorite
Cottage in Berlin
4.93 out of 5 average rating, 91 reviews

Quiet Retreat near Assateague Island

TiffanyRating, 5 stars7 months ago
Quiet retreat is the perfect description. This place is an oasis. Not only are the gardens and scenery stunning, there is so much wildlife to see and walkable spots in nature to enjoy. Plus, the convenience of getting to the tranquil Assateague island or the adventurous Ocean City made the location perfect. The pool and hot tub were amazing perks to keep our children busy while we relaxed, and the outdoor dining area was delightful for sunset meals. Kate was an incredibly friendly host. She responded to all our questions cheerfully. We are so glad for the opportunity to have stayed here. Absolutely a five star experience! Thank you!
Top guest favorite
Cottage in Lewes
5 out of 5 average rating, 80 reviews

Hetty's House - Your Cozy Retreat

ReneeRating, 5 stars6 days ago
We met our son for Easter weekend here. We cooked a bunch. We relaxed. The patio is perfect. The beds and couch are comfy. This is just the cutest house. I appreciate how well done everything is. All the furnishings and touches are to scale with the space and nice to look at while being super functional. They’ve done a great job. We went to Fort Miles, my son is a Marine so he loved it, picnicked on the beach, had a great prime rib & filet at 1776 Steakhouse. It was a fantastic weekend. Couldn’t have been happier or more grateful for the stay. Hosts are super easy and super responsive. Would 100% book again and recommend.
Guest favorite
Cottage in Dewey Beach
5 out of 5 average rating, 13 reviews

Dewey Beach Ocean Block 3 BR, 2BA Beach Cottage

MicheleRating, 5 stars7 months ago
We booked this beach rental less than 24 hours before check-in, and it exceeded all our expectations! The house was perfect, with everything we needed, from beach chairs and umbrellas to bikes we enjoyed riding around. Being within walking distance of the beach was amazing, and we loved that we could bring our dogs. Our family had a wonderful time, and we would definitely stay here again!
Top guest favorite
Cottage in Selbyville
4.97 out of 5 average rating, 65 reviews

The Cove Cottage, West Fenwick

RonaldRating, 5 stars6 months ago
Just what we were looking for. Great location for what we had planned. Responsive host and everything was immaculate! I would definitely stay here again and would recommend it to anyone.

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