South Dennis Rentals

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Home Away From Home

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Responds fast! avg. 2 hours 18 minutes

Price per night from

$245

Life's A Beach

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$584

Bayside five bedroom sleeping 10 with central air

South Dennis house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$428

Three bedroom home sleeping 8 on the water's edge of Swan River

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$285

Three bedroom home with central air conditioning

South Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful house” The house was as advertised. Beautiful and clean. Kitchen was updated as was bathrooms. Central air and wi-fi were a huge plus. Nice size deck and large 4 burner gas grill in the yard. Property was central to everything. Close to 134 and 28 but just off the main roads on a dead end which made it nice and quiet. Very close to Patriot Square shopping center which was very convenient. Just a few minutes by car to West Dennis beach. Only drawback would be that there are not 2 full baths (house has 1.5 baths). However, I would definitely stay here again.

Price per night from

$93

3 bedroom home with ac

South Dennis house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Very good experience” This was a last minute rental but very adequate. The house was clean and had everything we needed for the week. Loved the outdoor shower! The only thing missing was WiFi.

Price per night from

$142

Three bedroom home sleeping 8 overlooking Swan Pond

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$250

The Berry Quaint Cottage

South Dennis cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$213

Private Dock! 3 bedroom, 2 bath home-directly on Swan River

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$386

Charming 3 bedroom sleeping 7 with central air!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$285

Grand Cove Retreat

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$142

Spectacular three bedroom home with central air

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$158

Cardinal's Landing

South Dennis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$327

Luxury Waterfront Home w/ Heated Pool and Hot Tub

South Dennis house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$824

Waterfront, Incredible Views and Private Dock!

South Dennis house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

Price per night from

$322

Cape Cod - Dennis Beach House - Walk to the Beach

South Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$201

Lovely three bedroom home located in desirable Bayside neighborhood!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$142

Spectacular newly renovated 3 bedroom- Bayside neighborhood close to beaches

South Dennis house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$215

Pristine condition! Three bedroom sleeping 8 with contemporary beach decor!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$215

Newly Updated Home Stone Patio & Fire Pit!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$120

Private Pool, Large Deck, and Game Room!

South Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$285

Amazing pond views and unforgettable sunsets from all levels

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$285

Short Walk to Swan Pond, Hot Tub!

South Dennis house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$167

Great rentals within 20 miles that match your search

Popponesset Beach-Mashpee, MA. 4 minute walk to pristine beach.

New Seabury house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$372

3bd 2 bath steps to private association beach

Dennis Port house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$621

Classic Cottage, walk to Private Beach/ Wiley Park

Eastham house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 20 minutes

Price per night from

$319

Connors Cottage

West Hyannisport house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$201

In the Heart of Brewster. Min to Bay Beaches

Brewster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$492

Luxurious & Spacious Waterfront Home on Swimmable Private Beach. Pet OK.

Barnstable house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,307

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

Price per night from

$456

Walk to Town, Chatham Bars Carriage House

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Price per night from

$601

Beautiful vacation home for rent

Dennis house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$523

2 BR Cape Cod Vacation Rental

Mashpee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$1,634

Perfect for two families!

Orleans house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Price per night from

$736

4 Bedroom Cape with Swimming Pool

Dennis house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$588

High End-suite style cottage 5 min bike ride to amazing Craigville Beach.

Centerville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$343

Charming 3 bdrm cottage - walk to beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$246

Charming 3 Bedroom Colonial In Popponesset

Mashpee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$842

Viewing 38 of 1,265
rentals in South Dennis

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Top Destination reviews

Home Away From Home
The ULTIMATE home away from home vacation rental!!!

My family and I visited at the end of July and I was really sad about leaving. We had an amazing time exploring the cape. We visited the beaches (Mayflower is a personal favorite). We also took a trip to Provincetown and a ferry ride to Martha’s vineyard. Those two excursions should definitely be on your Cape Cod bucket list as they both offer a variety of entertainment . However, our trip could not have been as perfect and memorable had it not been for our first class accommodation. Richard and Patricia are superb rental owners and they’ve left no stone unturned in insuring their guest are made to feel right at home with all of the necessary comforts. The cottage was neat and clean and had a quaint feel to it. The kitchen was equipped with every modern day appliance and utensil needed for preparing a home cooked meal. I really loved the paintings on the bedrooms walls and the beds were invitingly comfortable, especially after a long day at the beach. I was particularly fond of the window fans as they were adequate in keeping the rooms cool. The backyard was neatly groomed and this maked it very kid friendly. In addition there was a hammock, a six seater table and umbrella set for lounging and a grill with attached utensils if we planned on having a cook out. I can continue to rave on and on about this home but you have to experience it for yourself to truly appreciate all it has to offer. My family can’t wait to return especially my son. Since returning home, he’s requested several times to be taken back to the brown house as he now affectionately describes it. … see more
3 bedroom home with ac
Great summer rental for a family

This house was clean, affordable, close to Mayflower Beach and had everything we needed. We would definitely stay here again. … see more
Bayside five bedroom sleeping 10 with central air
Perfect Home for large Families or multiple families

This house is in a quiet neighborhood about 10 minutes to the beach. We especially enjoyed Corporation Beach - perfect for young children. This home is well equipped and tastefully decorated (beachy but not overdone or tacky). The outdoor shower appears newly done and really is handy. This house is spacious and comfy and we really enjoyed our stay - this was our second year there. … see more
Three bedroom home with central air conditioning
It's a gem and so are the owners.

This is a great house with a fabulous kitchen in a quiet neighbourhood close to the Cape Cod Rail Trail. The owners were very responsive to a couple of questions/concerns we raised--coming promptly to the house to address all items and even loaning us their personal bicycles for the week. One suggestion: Update the photos of 7 Benjamin Road on the Martha Murray website--they really do not do justice to the sparkling clean, odourless, and comfortable quality of this cottage and the fact that it is now largely carpet-free. Highly recommended! Thanks for the hospitality. John, Johanne … see more

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