Condo vacation rentals in Dennis

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Popular amenities for Dennis condo rentals

Weekly condo rentals

Condo in South Yarmouth
4.74 out of 5 average rating, 127 reviews

Seaview Cottage

ChandlerRating, 5 stars8 months ago
Great place to stay with a short walk or drive to nearby beaches. We didn’t spend a whole lot of time at the place since we wanted to get out on the water and explore.
Superhost
Condo in Onset
4.54 out of 5 average rating, 13 reviews

Stylish Onset Condo: Beach Downtown Monthly Rates

SteveRating, 5 stars1 week ago
This BNB was cute, clean and walking distance to a lot of restaurants, coffee shops, store and mainly the beach. The host quickly responded to some questions we had. He even called to answer a question that we had. We loved this place. Nice TV's in all rooms. Clean bathrooms and kitchen. We will definitely stay here again when we return.
Condo in Dennis Port
4.72 out of 5 average rating, 89 reviews

Sleek 1BR Oceanfront | Deck | Washer/Dryer

ChelseaRating, 5 stars1 week ago
Large space, clean, and great location! Walking distance to awesome restaurants and right on the beach.
Top guest favorite
Condo in Brewster
4.97 out of 5 average rating, 68 reviews

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

LinsayRating, 5 stars1 week ago
We enjoyed a beautiful weekend in Brewster at Chris’s place. The accommodations were perfect for our family of six, and we really appreciated having two full bathrooms. The condo had ample space for family meals and board games, and the location is terrific—adjacent to the golf course and walkable to pickleball courts.
Guest favorite
Condo in Oak Bluffs
4.96 out of 5 average rating, 27 reviews

LOCATION LOCATION!! Ocean- View TOP Floor Condo

TaylorRating, 5 stars8 months ago
Heather's place is beautiful! An amazing location with close proximity to the OB steamship authority station, a number of bus lines, and the beach! The view and location are unbeatable! Heather was also super responsive in terms of coordinating flexible check-in/check-out times which was very much appreciated. Overall, would definitely recommend to anyone visiting OB :)
Guest favorite
Condo in Plymouth
4.85 out of 5 average rating, 72 reviews

Stunning Waterfront Condo-Prime Spot w/ Parking!

MaryRating, 5 stars1 month ago
The location was spectacular and the unit was clean and spacious. We loved it!
Guest favorite
Condo in Brewster
4.96 out of 5 average rating, 28 reviews

Lovely two-bedroom condo in Brewster MA!

KarenRating, 5 stars9 months ago
Wonderful stay !! Nick’s place was absolutely perfect for us. It was immaculate with very comfy beds, well stocked kitchen, beach chairs and towels too. It really had everything we needed! Nick was very responsive and accommodating, would not hesitate to stay here again !!
Top guest favorite
Condo in Popponesset
4.94 out of 5 average rating, 72 reviews

Beach Cottage 3nts/4th Free in August,Mashpee MA

GeorgeRating, 5 stars9 months ago
Our second visit. We love the place. Quiet but close to great beaches and the Popponesset Marketplace is 2 minutes walk away, with fish restaurants and small stores with necessities (including wine and beer!). A highlight of this visit was sitting on the patio in the morning and 3 times seeing an osprey dive to the pond and catch a fish.

Pet-friendly condo rentals

Condo in Harwich Port
5 out of 5 average rating, 4 reviews

557 Route 28, Unit 201, Harwich Port Cape Cod

LaurenRating, 5 stars7 months ago
This rental is absolutely stunning! We had such a wonderful time!! Coffee shop right under us was a special treat! Walking distance to everything - little walking path to get you to the beach and get very clean! Large space, clean, and comfortable! One heads up- clean sheets and towels are in laundry bags when you get there make your own bed and put out towels!
Guest favorite
Condo in Vineyard Haven
4.98 out of 5 average rating, 50 reviews

Short Walk into Town - Nice Comfortable Reasonable

AshleyRating, 5 stars9 months ago
Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.
Superhost
Condo in New Bedford
4.68 out of 5 average rating, 37 reviews

Crow's Nest Down Town New Bedford.

KateRating, 5 stars8 months ago
Phil's place is ideally located in New Bedford for beautiful walks along the pier and throughout the downtown historic district. Close to great restaurants and coffee shops. The crows nest offers the best views of the downtown! Phil was very helpful and responsive. Easy to get checked in and out.
Superhost
Condo in Dennis Port
4.77 out of 5 average rating, 39 reviews

Seaside 2 BR Condo (111-5)

TammyRating, 5 stars10 months ago
Perfect location right near the beach, cosy place to stay with everything we needed to be comfortable. Loved it!
Guest favorite
Condo in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars8 months ago
Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!
Guest favorite
Condo in North Eastham
5 out of 5 average rating, 5 reviews

Beautiful New 2 Bed 2 Bath Condo

PeggyRating, 5 stars10 months ago
The place was just as the pictures showed and is in a great location. Easy in and out to the highway yet quiet in the evenings. The backyard is very roomy and a nice feature at the end of the night. I'd recommend David's place.
Condo in New Seabury
4.57 out of 5 average rating, 14 reviews

2BR dog-friendly 2-story condo with community pool

NickRating, 5 stars1 week ago
Very nice, clean, efficient and well located. Will definitely rent here again next time in the area visiting family.
Guest favorite
Condo in East Orleans
4.88 out of 5 average rating, 8 reviews

Apartment in East Orleans Historic Home

NoelRating, 5 stars9 months ago
A very nice clean and peaceful place close to beaches and restaurants. Looking forward to coming back again soon.

Condo rentals with a pool

Guest favorite
Condo in Dennis Port
4.78 out of 5 average rating, 58 reviews

Cozy Studio Just Steps Away From the Beach!

NupurRating, 5 stars9 months ago
Perfect little studio for two people! Great location - close to beaches and restaurants and there’s even a pool! Michael was super responsive and the place was exactly like the pictures!
Guest favorite
Condo in West Dennis
4.9 out of 5 average rating, 29 reviews

1BR 2nd Floor Condo with pool

MorganRating, 5 stars1 week ago
Amazing stay!! Me and my best friends had a great weekend away!!!! Keith was great!!! Would 100% recommend!
Guest favorite
Condo in Dennis Port
4.84 out of 5 average rating, 76 reviews

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

ChrisRating, 5 stars9 months ago
Wonderful beach location. We enjoyed the local walkable beaches and restaurants. Close to anywhere in the cape , we had a great trip.
Guest favorite
Condo in Brewster
4.88 out of 5 average rating, 40 reviews

Ocean Edge: 2 bed/2 bath - Pools & Resort Access

JasonRating, 5 stars8 months ago
Had a great weekend at Josh’s place! Smooth booking process, great communication, easy checkin. The space was clean and exactly as advertised. I’d definitely recommend both Josh as a host and this location as a Cape getaway!
Superhost
Condo in West Yarmouth
5 out of 5 average rating, 3 reviews

Family-Friendly 1BR Condo w/ Pools & Kitchenette

JoshuaRating, 5 stars7 months ago
Great hosts! Would definitely stay again.
Guest favorite
Condo in Dennis Port
4.85 out of 5 average rating, 61 reviews

Stylish & Modern Studio Condo - Steps to the Beach

DavidRating, 5 stars2 weeks ago
I had a fantastic experience during my stay! The place was exactly as described—clean, cozy, and well-equipped. The host was incredibly welcoming and responsive, making the check-in process a breeze. The location was perfect, with easy access to local attractions and restaurants. It truly felt like a home away from home. I would definitely recommend this place to anyone looking for a great stay. I can't wait to come back!
Superhost
Condo in Vineyard Haven
4.9 out of 5 average rating, 73 reviews

Sunny 2bedroom condo w pool, walk to town

ShayRating, 5 stars7 months ago
We had a great time at Leah’s place. She is a terrific communicator, immediate responses. She also reached out to share about local fun events that were happening during our stay. So nice! We would definitely stay there again.
Guest favorite
Condo in Brewster
5 out of 5 average rating, 71 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

KevinRating, 5 stars8 months ago
We had a great stay with Rob in his cottage at Ocean Edge! The place had clearly been recently updated and it utilized space well such that it lived much bigger then its footprint. While it rained the whole time we were there, we could see Ocean Edge being a fun community for active folks. We highly recommend you stay here!

Quick stats about condo rentals in Dennis

  • Total rentals

    80 properties

  • Nightly prices starting at

    G$12,589 GYD before taxes and fees

  • Total number of reviews

    3.1K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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