South Dennis Rentals

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1,254 Houses

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. 53 minutes

Price per night from

$285

Life's A Beach

South Dennis house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 30 minutes

Price per night from

$559

Bayside five bedroom sleeping 10 with central air

South Dennis house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$250

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

$286

Three bedroom home sleeping 9 with private swimming pool

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$229

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

$115

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

$212

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

New to our 2022 Inventory! Gorgeous Getaway on the Cape Cod Bike Path

South Dennis house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$229

Lovely three bedroom home sleeping 8 located in South Dennis!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$214

New to our 2023 Inventory! Spectacular three bedroom home with central air

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$208

Cardinal's Landing

South Dennis apartment

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 30 minutes

Price per night from

$326

Lovely three bedroom home located in desirable Bayside neighborhood!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$142

Pristine condition! Three bedroom sleeping 10 with contemporary beach decor!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$243

New to our 2022 Inventory! 3 bedrooms, 2 bath home, short drive to beach

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$171

19932: Newly Updated & Furnished w/ Full Finished Basement, Stone Patio & Fire P

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$73

Two bedroom with central air located just short drive to Northside Beaches!

South Dennis house

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$171

19922 - Great for Multi-Family Travel, Private Pool and Game Room

South Dennis house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$188

19923: Modern & Comfortable Home w/ Sun Room, Spacious Back Deck, Central A/C!

South Dennis house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$117

Great rentals within 20 miles that match your search

Charming Cape Cod Cabin

Eastham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$233

Cape Cod 2 BR Condo at the Beach August 5-12 !

Dennis Port hotel apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$244

Timeshare rental Cove at Yarmouth, Cape Cod, MA

West Yarmouth hotel apartment

1 bedroom / 2 bathrooms / sleeps 4

Price per night from

$183

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$775

Short Stroll To Sea Street Beach In Dennisport

Dennis Port cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Cottage was even cuter than the picture!” We were pleasantly surprised that our little cottage was even cuter than we expected. It was well equipped for our week long stay and so close to the beach. Dennisport had wonderful restaurants-Scargo had a gluten free menu for a perfect birthday dinner. The cottage was a great location to explore other areas of the cape. We took the fast ferry from Hyannis to Nantucket one day. We would definitely like to stay at this cottage nestled in a group of 5 cottages encircled with a little white picket fence again. Thanks for sharing your adorable , freshly updated cottage with us.

Responds fast! avg. 1 hour 3 minutes

Price per night from

$251

Expansive Cape Get Away - The Grey Whale Awaits!

Cotuit house

7 bedrooms / 5 bathrooms / sleeps 24

Price per night from

$798

Charming Cape Cod Cottage/ Walk to Beach/Canal

Sandwich house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$54

Wellfleet-Walk to Town Center

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 10 minutes

Price per night from

$423

Private Home with 2 MBRs on Private Road and Beach

Barnstable house

5 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$570

Cape Cod Fun & Sun WIFI Central A/C

Dennis Port cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$220

Immaculate SeaView Beach House in S.Yarmouth

South Yarmouth house

5 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 29 minutes

Price per night from

$569

WALK TO BEACH & ENJOY PRIVACY & A GATHERING PLACE

Eastham house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$570

Captain's Quarters @ Captain Alexander's Hideaway

West Harwich house

/ 1 bathroom / sleeps 2

Price per night from

$166

Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod.

Wellfleet house

5 bedrooms / 2 bathrooms / sleeps 10

“Wonderful family getaway during unusual times” We had a wonderful vacation and the house was perfect! Howard did everything he could to make us feel comfortable during the unusual “pandemic” summer of 2020, and the house was set up just right —close to beach, kayaks, lots of activities, well-stocked kitchen for cooking, and a big table, comfy couches and lovely decks for us to gather and see each other! We have come up to Wellfleet every year for many years and we were happy to have found such a great one this year!

Responds fast! avg. 34 minutes

Price per night from

$456

Two Wing Cottage - escape with family and friends

Harwich Port cottage

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,425

Cape Cod 2 Bedroom Cottage 100 yards to the Beach

Dennis Port cottage

2 bedrooms / 1 bathroom / sleeps 5

“Pinch me I think I am in heaven.” 99 Glendon Road was a wonderful place to spend our vacation with my husband and our 2 teenagers. It was so nice to walk to beach. Also, the Hog Dog Place and pizza restaurant at the end of the street is perfect.

Responds fast! avg. 23 minutes

Price per night from

$342

2 min walk to the beach - 30 Union Wharf#3

Dennis Port condo

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 42 minutes

Price per night from

$285

Viewing 38 of 1,254
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, Johannesee more

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