33 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Condos
Cottages
Farmhouses
Homes
Studios
Townhomes
Barns
Boats
Cabins
Castles
Chalets
Estates
Hotels
Lodges
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

33 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Dennisport Cottage Rentals with air conditioning(33)

33 Results
$250 - $300
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 7
2 - 7 night min stay
2 Reviews
$1,225
per week
7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(8)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night min stay
(6)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 - 7 night min stay
(3)
$800 - $1,000
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night min stay
(30)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
(12)
$152 - $269
per night
3 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
  • Studio,
  • 1 BA,
  • Sleeps 4
$175 - $211
per night
3 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
2 Reviews
  • Studio,
  • 1 BA,
  • Sleeps 2
7 night min stay
(20)
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night min stay
(19)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
4 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
2 Reviews
  • 3 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night min stay
(3)
$225 - $229
per night
2 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night min stay
$225 - $328
per night
2 - 7 night min stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night min stay
(7)
$850 - $995
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
(4)
$93 - $264
per night
6 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 7
6 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(4)
$750 - $1,465
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
$2,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
1 Review
  • 3 BR,
  • 1 BA,
  • Sleeps 8
7 night min stay
$1,000
per week
7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(4)
  • 3 BR,
  • 1 BA,
  • Sleeps 6
7 night min stay
(7)
6 more choices from the HomeAway Network
$900 - $1,400
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(14)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
1 - 7 night min stay
1 Review
$300 - $425
per night
2 - 5 night min stay
  • 3 BR,
  • 1 BA,
  • Sleeps 7
2 - 5 night min stay
1 Review
 View map Map
Advertisement
 

Recent Dennisport Reviews

A wonderful cottage in an ideal location!

5 of 5
Tenderly is a perfectly sized, welcoming cottage with all the amenities needed for a comfortable and relaxing stay. The back deck is ideal for morning coffee and a muffin, or an outdoor dinner and cookout, and the inside is clean, crisp, and comfortable -- especially when the gentle afternoon breeze comes through for several hours. Cottage maintenance is top notch and the owners care very much about the details. The cottage is also ideally situated -- nothing on the Cape is all that far away, and many things are very close by. The ocean (Nantucket Sound) is an easy walk from Tenderly with a number of beaches to choose from. A variety of restaurants and shopping options are nearby as well. For recreation, the Cape Cod Rail Trail is just down the road with bike rental options. The street where the cottage sits is quiet and peaceful, and the neighbors are friendly and welcoming. There are plenty of attractions for kids (and adults) within a 5 to 8 minute drive, including mini golf, go carts, trampolines, ice cream, and much more. And there are quiet places too, such as coves and inlets. The owners are attentive and immediately responsive, though everything is in such great working order, there will be little reason to contact them. In short, this cottage is a gem and has an extra special quality about it that sets it apart from the others. I'm happy and very satisfied every time I stay there and I always eagerly anticipate my next visit.
  • Submitted: Feb 27, 2015
  • Stayed: Aug 2014

A very relaxing, beautifully furnished property

5 of 5
My wife and I were looking forward to staying at the cottage after having planned this trip 6 months earlier. We live in the UK and so the trip over the pond to New York City and subsequent week long stay at the cottage was very special for us! We arrived on a Sunday evening after a long drive from New York City so we were tired when we arrived. We were very impressed when we saw the house for the first time and even more impressed when we opened the door at the rear and walked through the kitchen into the lounge. It was so cozy looking and inviting and we just wanted to collapse into the comfortable looking sofa placed facing a large TV cabinet and that’s exactly what we did! We explored the house and were very impressed with the whole place. Our stay that week was very comfortable and we didn't want to leave the following Saturday. We could have stayed another week at least! Cape Cod is a lovely area and we didn't even see half of it. The house just made it even more special and we would definitely stay there again. The house is referred to as a cottage but to us, coming from the UK, this is not a cottage sized house. It is very spacious and so is the large garden at the rear. There are also many additional extras included for your use such as bikes, beach equipment etc and the garden has plenty of chairs to relax in. I didn’t meet Ed and Melisa but from the communication I had with them and a couple of telephone calls when I was there it was obvious that they are very nice, friendly people and couldn’t do enough to help with any advice or assistance requested. If you have a problem, they are keen to get it resolved as quickly as possible. Both my wife and myself would definitely recommend the house to anyone looking for a comfortable place to stay right in the middle of Cape Cod and close to the beach. Andy and Julie Manchester, England
  • Submitted: Sep 30, 2014
  • Stayed: Sep 2014

Wish we'd never left!

5 of 5
Great little property in Dennisport! It is a cozy and cared for home, perfect for 2-4 people. We enjoyed the large yard and fire pit on chilly nights. So much to do in Cape Cod - great homebase for tired evenings! Melisa is FABULOUS and went out of her way to help us with local suggestions and questions we had about the property and area. Check out Ocean House - very nearby, Dennisport Pizza and Chatham/Nantucket are musts! Ferry is not far from the cottage.
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014