Cottage vacation rentals in Delmarva Peninsula

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Popular amenities for Delmarva Peninsula cottage rentals

Cottage rentals with a hot tub

Superhost
Cottage in Annapolis
4.86 out of 5 average rating, 77 reviews

Waterfront cottage w/hot tub/ gated/ pier/ firepit

MelissaRating, 5 stars1 month ago
Fantastic stay with wonderful hosts. Such a special place very cozy!
Guest favorite
Cottage in Saint Leonard
4.95 out of 5 average rating, 132 reviews

Block to Beach, Screened deck, Hot Tub, No CF

LaurenRating, 5 stars1 month ago
This was the perfect getaway! The house was so clean and felt like home. The hot tub was perfect for the cold nights after fossil hunting. You can see the beach and water from the back screened deck in the winter and the sunsets are beautiful. Lots of beaches near by to find shark teeth as well. Also there are lots of board games to play. Would definitely book again!
Guest favorite
Cottage in Lower Township
5 out of 5 average rating, 204 reviews

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

EmilyRating, 5 stars1 week ago
We had a wonderful winter stay at the Octopus Cottage w/ our pup! Donna was an excellent host and the space was so beautiful, clean, cozy and welcoming. We enjoyed game nights, cooking, movies, and walked the beach (the horseshoe crabs were so cool!!)! The hot tub was a definite highlight during the chilly evenings. The Octopus theme so so thoughtfully executed. We really loved it and hope to come back in the summer!
Guest favorite
Cottage in Chesapeake
4.95 out of 5 average rating, 132 reviews

The Cottage @ Captain Genes - Secluded Waterfront

LindseyRating, 5 stars3 months ago
Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.
Guest favorite
Cottage in Charlestown
4.97 out of 5 average rating, 146 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

JaimeRating, 5 stars1 week ago
We had a great stay! Very cozy and beautiful views of the sunrise and sunset.
Guest favorite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 161 reviews

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

NatalieRating, 5 stars2 weeks ago
We stayed at JoJo's cabin with a small group of friends to celebrate a short birthday weekend. The house was exactly as described, which was a great start. The flexibility with check-in made our arrival stress-free, and I was impressed by how responsive you were to all my messages. One of my favorite parts of the stay was the wonderful hot tub - it was perfect for relaxing after a day of exploring. The location couldn't have been better, being so close to the main strip of shops and restaurants, and it was just a quick drive to the downtown beach area. Thank you for providing such a lovely place. I look forward to staying here again in the future!
Guest favorite
Cottage in Havre de Grace
5 out of 5 average rating, 34 reviews

Chapel Cottage HdG

HallieRating, 5 stars1 week ago
Michele’s cottage was exactly what my partner and I needed after a challenging few days. We arrived to find a thoughtful note and a care package with local goodies. The bed was extremely comfortable, the linens were soft and the house itself was spotless. The yard was fully fenced which allowed for my pup to run around safely. The amenities were spot on and Michele and her husband were incredibly responsive and kind. We had everything we needed and didn’t need to think about anything. We can’t wait to come back soon!
Guest favorite
Cottage in Lower Township
4.96 out of 5 average rating, 27 reviews

The Middle Cottage, Pool and Hot tub!

ClayRating, 5 stars1 day ago
This listing matches the pictures and the description which you don’t always find upon arrival. House was clean and had everything we needed. We didn’t cook a lot because the trip was quick but the kitchen seemed to have everything you would need. The outside space is lovely with the hot tub and the pool looked like it would have been wonderful had we come in the summer. Hosts are very responsive and helpful. Overall we loved our stay.

Pet-friendly cottage rentals

Guest favorite
Cottage in Fredericksburg
4.85 out of 5 average rating, 428 reviews

Rappahannock River Cottage Near I-95 Sleeps 6!

DaveRating, 5 stars1 day ago
Good locations, close to downtown Fredericksburg and restaurants. We would stay here again!
Guest favorite
Cottage in Wildwood Crest
4.91 out of 5 average rating, 180 reviews

Cozy Cottage 1.5 Blocks from Beach; Pet Friendly!

KatarzynaRating, 5 stars2 months ago
A comfortable and cozy cottage in an excellent location. We stayed here in December, so many of the surrounding facilities were closed, but it looks like a vibrant area. It's very close to the beach. The place was clean and well equipped, and Peter was responsive and courteous. The whole family (including two tween kids and two pets) had a good time.
Guest favorite
Cottage in Annapolis
4.93 out of 5 average rating, 196 reviews

Secluded Cozy Cottage in Historic Downtown

DaricRating, 5 stars2 weeks ago
Jenifer was a joy to work with. She was quick to communicate and I cannot imagine a better location that’s is quaint as this gem of a cottage.
Guest favorite
Cottage in Lewes
4.87 out of 5 average rating, 197 reviews

BnB’s Dog-Friendly Cottage

ElizabethRating, 5 stars3 months ago
We loved staying in this little cottage! I truly appreciated the coffee and tea selection and the other numerous amenities. It was clean, comfortable, and cozy. We hope to stay again!
Guest favorite
Cottage in Cape May
4.9 out of 5 average rating, 239 reviews

House on the Hill- Dog Friendly Near Cape May

RebeccaRating, 5 stars1 month ago
My husband, 2 year and I brought our two dogs to this beautiful home. It felt like gone away from home. Highly recommended
Superhost
Cottage in Lottsburg
4.9 out of 5 average rating, 102 reviews

Charming Waterfront Home with Expansive Views

MichaelRating, 5 stars3 months ago
We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.
Guest favorite
Cottage in Gloucester Courthouse
4.98 out of 5 average rating, 209 reviews

Historic Ware River Cottage at Glebefield

MarshallRating, 5 stars4 weeks ago
The perfect spot for our Winter getaway. A beautiful setting and a well preserved colonial era cabin, perfect for exploring such an historic part of our Country. Quaint local restaurants, friendly people and a country setting handy to the lower tidewater Virginia. The icing on the cake was the fireplace for cozy evenings reading a good book. Sherri was a wonderful host! Sue and Marshall Rickert
Guest favorite
Cottage in North Beach
4.98 out of 5 average rating, 142 reviews

Bell Estates-Brand New Bay View, Beautiful Cottage

JesusRating, 5 stars3 weeks ago
Great Host and great house. I totally recommend it. We have this house as an option in the future

Private cottage rentals

Guest favorite
Cottage in Colonial Beach
4.93 out of 5 average rating, 251 reviews

Cozy cottage 3 blocks from beach

DayshaRating, 5 stars3 weeks ago
Very great host absolutely no issues whatsoever. I’m definitely coming back to stay here.
Guest favorite
Cottage in Colonial Beach
5 out of 5 average rating, 8 reviews

This Is It Cottage - Quaint 3 Bedroom

KellyRating, 5 stars7 months ago
Quick trip and great stay! Very easy to get in the home, and they were very responsive. Thank you!
Guest favorite
Cottage in Greenbush
4.98 out of 5 average rating, 123 reviews

Bell Farm Cottage LLC - quiet and peaceful

DelgeneRating, 5 stars3 months ago
Cottage has been maintained with care; it is not just clean; it’s meticulously clean. Quiet? it's on a road where a car passes every 20 minutes. Short trips for grocery shopping and coffee? Food Lion 7-8 minutes. Coffee shop 9 minutes at the Four Corners Shopping center. Off street parking? Gravel driveway into property. Security? A security light is on a pole. Laundry room with full size washer & dryer next to 50 gal water tank. 63 hangers in 3 closets, 23 drawers in the rooms. Convenient outlets for recharging iPhones. Tub & shower w/ wand. Sliding opaque glass door glides easily. Bath has outlet & small table with/drawer that keeps toiletries together. 9 extra thick fluffy towels + beach towels, three 28 oz. Shampoos. 16.5 cu ft reefer with cubed/crushed ice in door, 9 cu ft freezer with ice maker, microwave, Keurig pods + drip coffee, condiments, blender, toaster, spatulas, multiple channels and streaming options, books cleaning gear, laundry basket, iron, folding drying rack...
Guest favorite
Cottage in Smith Island
4.97 out of 5 average rating, 219 reviews

Levering Creek Cottage with Private Docking

CaitlynRating, 5 stars2 weeks ago
We needed a place to chill and unwind and this was it! Not much to do this time of year but we didn't care. We loved every minute of our time on the island. Everyone was so friendly and we felt right at home. Beautiful sunsets and delicious catered meals. Thank you!!!
Guest favorite
Cottage in Quinton
4.99 out of 5 average rating, 201 reviews

Luxury countryside cottage, IVY, near Richmond, 1

MirnaRating, 5 stars2 weeks ago
My husband and I had a fantastic stay at this charming cottage! The place was spotless, well-maintained, and stocked with all the amenities needed for a comfortable visit. From the cozy atmosphere to the thoughtful touches, everything exceeded our expectations. Communication with the host was excellent. Talita was friendly, responsive, and provided clear instructions, making check in and the entire stay seamless. The peaceful surroundings made for a truly relaxing getaway. I would highly recommend this cottage to anyone looking for a perfect retreat and would love to stay here again in the future!
Guest favorite
Cottage in North East
5 out of 5 average rating, 33 reviews

Vintage Waterfront Cottage with Stunning Sunsets

AmandaRating, 5 stars2 months ago
This was our second stay at this cozy cottage, and it was just as wonderful as the first! Every detail is thoughtfully considered, from the clean, stylish interiors to the warm ambiance. The indoor fireplace and outdoor fire pit (perfect for s’mores under the stars) were highlights, and the bay views from the viewing platform never disappoint. Sue & Mark are incredibly friendly and communicative, always quick to help with anything we needed. We also appreciated the provided firewood and all the little extras that made the space feel so comfortable and welcoming. Thank you for another amazing stay – we can’t wait to return!
Guest favorite
Cottage in East New Market
4.95 out of 5 average rating, 60 reviews

Cottage on Cabin Creek

LornaRating, 5 stars2 weeks ago
My husband and I traveled here for a night away from our children and work responsibilities. We were looking for some place that was private and on the water. This place was both and it did not disappoint! The loft was cozy and spacious and we loved looking out the windows at the water and rain. It was very clean and there were plenty of towels and blankets and other special touches. Janelle communicated with us ahead of time to make sure she was ready for our arrival and she was kind and responsive throughout the process. We also found it easy to get into Easton for dinner at The Stewart, which was a treat, and then return back to the cabin. I would stay here again in a heartbeat -- but hopefully for longer next time.
Guest favorite
Cottage in Delmar
4.92 out of 5 average rating, 78 reviews

The Good Vibe Cottage

IanRating, 5 stars2 weeks ago
Charming, clean, and spacious cottage in a beautiful setting. Just far enough off the beaten path to be peaceful, but still close to shops and restaurants. Loved sipping coffee and looking out at private pond and watching the horses off in the distance.

Destinations to explore