
Condo vacation rentals in Dennis Port
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Top-rated condo rentals in Dennis Port
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Popular amenities for Dennis Port condo rentals
Weekly condo rentals

Seaview Cottage
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.

Lavish 1BR | Balcony | Washer/Dryer
I’ve stayed in a lot of homes on the Cape and never feel like I’m getting what I paid for—until I stayed here! Typically the homes are outdated, dark & dirty, and far from town, but this home was spotless, updated, and right behind the Main Street of Chatham. The bed was unbelievably comfortable and there was a ton of space with two living room areas. The host was quick to respond before, during, and even after our stay when I had to know where they got the mattress from!

Cape Cod Condo,Walk to Beach, near Nantucket Ferry
Such a Great Place. The apartment is really nice and cozy, enough space, nice bathroom. The condo area is really nice, nice pool, people there are so friendly, always chatting with you and giving recommendations. You feel right at home, there is a very relaxed vibe and people are very nice to children. Nice walk to the beach and the village with really great restaurants. Location is perfect. If you are looking for a really nice waterfront dining experience we are recommending the Lighthouse Inn, 10 minutes with the car.

DOWNTOWN Two Bedroom Condo in the heart of Chatham
The place is beautiful and the location can’t be beat- short walk to all the spots in Chatham! Super clean and Drew was very responsive. I definitely recommend and hopefully will come back sometime soon!

Premium experience at Cape Cod's Ocean Edge
We thoroughly enjoyed our stay as the place was very comfortable. The instructions as well as the check-in were easy and simple! Communicating with Jeff was also super easy. This pace was super convenient for us as we were participating in a weekend golfing event at Captains Golf Course which is located very close to Ocean Edge Resort. The home is lovely and very well maintained. I would highly recommend this place!

Beach, Steps Away, * Reduced Seasonal Rental *
Rose was great She greeted us and show us around. When we had questions she responded quickly messages. Would definitely stay there again.
Pet-friendly condo rentals

557 Route 28, Unit 201, Harwich Port Cape Cod
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!

Seaside 2 BR Condo (111-5)
Perfect location right near the beach, cosy place to stay with everything we needed to be comfortable. Loved it!

“Summer Catch” Lovely Updated Chatham Village Home
The property "Summer Catch" is amazing it felt like home from home. My wife & I have never stayed anywhere as well appointed with so many personal touches which made our stay feel very special. On arrival access was so easy, we were greeted with fresh sun flowers, fresh fruit & some shopping Maria had arranged for as we were arriving at 11pm. The decor / furnishings are so wonderfully appropriate for the location which is close to the beach & the wonderful town of Chatham. Key points for us the Beds & Sofa's are extremely comfortable. Regarding Location, It so so well situated for a leisuraly walk into town which has excellent shops and restaurants (DelMar was our favourite) & the local supermarket & chemist only a 2 minute walk. When you sit out on the veranda you feel a sense of calmness as you are surrounded by lovely trees and gardens. This is the type of place you really want to keep a secret. Thank you Marie for making our stay so amazing, your kindness & generosity.

1BR condo with golf view, balcony, AC, & W/D
Amazing home with all amenities in a golf club. Close to most tourist spots in Cape Cod.

2BR dog-friendly 2-story condo with community pool
This cute little townhouse was exactly what we were looking for for our girls getaway weekend! It was decorated very nice with seasonal accents. The check in and out process was seamless. Communication was great! I would highly recommend!

Apartment in East Orleans Historic Home
A very nice clean and peaceful place close to beaches and restaurants. Looking forward to coming back again soon.
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!
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!

1BR 2nd Floor Condo with pool
Excellent location, clean, comfortable place to spend some time on the Cape. Perfect for my husband and I.

Comfy Cape Escape! Spacious, Cozy, Close to Beach!
Wonderful beach location. We enjoyed the local walkable beaches and restaurants. Close to anywhere in the cape , we had a great trip.

Stylish & Modern Studio Condo - Steps to the Beach
Great spot with just a 5 min walk to the beach. Cute and cozy which is just what I needed. Super clean and well maintained. Very much enjoyed my stay!

Hidden Hideaway
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.

Cape Cod, South Yarmouth July 19-26. Sleeps 8
Loved the location and the apartment was facing the water, which meant a light cool breeze most of the time all day and night. The 2 bedroom apt was very clean and spacious and the 5 of us did not get in each of our ways. While inside, we did not hear any noise from our next door neighbors and sliding doors silenced any outdoor noise. The AC was cold and very comfortable. Amenities including additional outdoor access to a peaceful water area with picnic tables, Adirondack chairs was a huge plus. Indoor pool helped too with two little ones. Beach parking passes at a discount. Staff was very nice and accommodating. Parking was easy and plenty of spaces. Would recommend and we would stay again.

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

Golf Course Views and Pools
My wife and I wanted a little end of summer get away and we couldn’t have been happier choosing Alexa’s condo at Ocean Edge! The condo was beautifully decorated, very clean, and everything we could have wanted for our short vacation. Alexa was always very responsive and friendly, we’ll certainly be keeping her in mind for our next cape vacation! Highly recommend for small families and couples!
Quick stats about condo rentals in Dennis Port
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
610 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Cape Cod National Seashore
- Sandwich Glass Museum
- Owen Park Beach
- Sagamore Beach
- New Silver Beach
- Onset Beach
- Lighthouse Beach
- Grey's Beach
- Scusset Beach
- Pinehills Golf Club
- Nickerson State Park
- Earle Road Beach
- Chapin Memorial Beach
- Englewood Beach
- Oyster Harbors Beach
- Springhill Beach
- Surfside Beach
- Pilgrim Beach
- Peggotty Beach
- Sunken Meadow Beach
- Forest Beach
- Cahoon Hollow Beach
- Coast Guard Beach
- Baker's Beach Club