South Dennis Rentals

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2,497 Houses

(14) Excellent 

11

Home Away From Home

Cape Cod / South Dennis

South Dennis cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden
“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 a
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Price per night from

$150

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$150

(1) Excellent 

4

Convenient Location with Centrai Air Short drive to Mayflower Beach

Cape Cod / South Dennis

South Dennis house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$250

Price per night from

$250

(2) Excellent 

27

Life's A Beach

Cape Cod / South Dennis

South Dennis house

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$240

Responds fast!
avg. 1 hour 4 minutes

Price per night from

$240

27

Darling Vacation Home / Mid-Cape & DOG Friendly! 137007

Cape Cod / South Dennis

South Dennis house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$143

Price per night from

$143

18

Charming Cape Cod Cottage

Cape Cod / South Dennis

South Dennis house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 0.2 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$274

Price per night from

$274

(1) Excellent 

27

bayside five bedroom sleeping 10

Cape Cod / South Dennis

South Dennis house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$186

Price per night from

$186

30

NEW! South Yarmouth House Directly on Bass River!

Cape Cod / South Dennis

South Dennis house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$165

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$165

26

NEW! Cape Cod Home w/Kayak & Patio-3 Mi to Beach!

Cape Cod / South Dennis

South Dennis house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$216

Responds fast!
avg. 44 minutes

Price per night from

$216

21

Cute and Cozy.Dennis house.

Cape Cod / South Dennis

South Dennis house

4 7 2 nights min

  • 4 bedrooms
  • sleeps 7
  • 2 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$525

Responds fast!
avg. 3 hours 13 minutes

Price per night from

$525

32

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

Cape Cod / South Dennis

South Dennis house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$171

Price per night from

$171

(8) Excellent 

24

Three bedroom home with central air conditioning

Cape Cod / South Dennis

South Dennis house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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
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Price per night from

$71

Price per night from

$71

13

Captain Nickerson Lane 18

Cape Cod / South Dennis

South Dennis house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$250

Price per night from

$250

(2) Excellent 

18

Northside three bedroom with central air conditioning

Cape Cod / South Dennis

South Dennis house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
“Excellent Summer Rental” Perfect rental for a family with children! The owners of the home truly give you all the comforts of home. This was our second summer renting this property and this year we had the pleasure of renting it for 2 weeks.
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Price per night from

$114

Price per night from

$114

30

Three bedroom home sleeping 9 with private swimming pool

Cape Cod / South Dennis

South Dennis house

3 9 7 nights min

  • 3 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$250

Price per night from

$250

(5) Very Good 

21

3 bedroom home with fabulous views of Swan River

Cape Cod / South Dennis

South Dennis house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$132

Price per night from

$132

(4) Very Good 

14

3 bedroom home with ac

Cape Cod / South Dennis

South Dennis house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning
“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.
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Price per night from

$107

Price per night from

$107

(1) Very Good 

14

Three bedroom with central air conditioning

Cape Cod / South Dennis

South Dennis house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning
“Would be perfect...if A/C and laundry” Great place, awesome deck and fenced back yard with outdoor shower. Only issue was the nice outdoor evening breeze never penetrated house making it very warm and hard to sleep. Had every window open, just airfl
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Price per night from

$114

Price per night from

$114

25

Three bedroom home sleeping 8 overlooking Swan Pond

Cape Cod / South Dennis

South Dennis house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$171

Price per night from

$171

34

NEW TO OUR 2019 INVENTORY! Private Dock!

Cape Cod / South Dennis

South Dennis house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$357

Price per night from

$357

(28) Very Good 

13

Bike Trail EZ access; 5 bikes; 2 pers kayak; grill

Cape Cod / South Dennis

South Dennis house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning
“Nice house” Great house for a family. Local attractions and beaches. Surrounded by awesome food and the Bike Trail was the best for walking/biking. Very clean and comfortable!
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Price per night from

$171

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$171

Great rentals within 20 miles that match your search

Distance approx 2.35 km from South Dennis Show on Map

(7) Excellent 

Certificate of Excellence

18

Glendon Beach Cottage #97 100 yds to the beach

Dennis / Dennis Port

Dennis Port house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Certificate of Excellence

Price per night from

$150

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$150

Distance approx 1.5 km from South Dennis Show on Map

(12) Excellent 

15

MID CAPE Harwich Cape Cod Rail Trail access 300 f Minutes to Ocean/Bay beaches

Cape Cod / Harwich

Harwich house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$193

Price per night from

$193

Distance approx 19.77 km from South Dennis

9

Ocean Front Beach House

Cape Cod / Sandwich

Sandwich house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$598

Responds fast!
avg. 50 minutes

Price per night from

$598

Distance approx 2.11 km from South Dennis Show on Map

(15) Very Good 

10

Carolyn's Bass River Vacation Townhome - stunning views of Bass River

Cape Cod / South Yarmouth

South Yarmouth house

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$146

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$146

Distance approx 5.7 km from South Dennis

(24) Excellent 

21

The Hibiscus House at Lewis Bay Pet Friendly

Cape Cod / West Yarmouth

West Yarmouth house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.6 mi
  • Child Friendly
“Great house!!!” We stayed there with a baby recently and had an amazing time. The house is equipped with everything including baby chair and little patio set in the backyard. The house looks exactly as in pictures, very clean and well maintained. It i
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Price per night from

$145

Responds fast!
avg. 3 hours 39 minutes

Price per night from

$145

Distance approx 10.25 km from South Dennis

(3) Very Good 

9

Chatham 1 Bedroom Beachfront Old Village

Cape Cod / Chatham

Chatham house

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
“Wonderful Little Cottage on Mill Pond” My sister and I just got back from a 2 week stay at this lovely little cottage on Mill Pond. This is a small place - but very tastefully furnished and decorated with a nice layout. The kitchen had everything we
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Price per night from

$249

Price per night from

$249

Distance approx 16.24 km from South Dennis

(4) Average 

12

95 Salt Marsh Rd

Cape Cod / Sandwich

Sandwich cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
“always wonderful” i always have a good time there, i have been going every august for over 10 yrs...cant beat that beach...private quiet...we are often the only people on the beach!!! as far as the cottage, im recommending a new fridge, and a new futo
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Price per night from

$114

Price per night from

$114

Distance approx 12.26 km from South Dennis

(2) Excellent 

12

Tranquility and Charm, Available Nightly

Cape Cod / Eastham

Eastham cottage

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden

Price per night from

$135

Price per night from

$135

Distance approx 8.84 km from South Dennis

(2) Excellent 

10

Topside BoatHouse on Pleasant Bay

Cape Cod / South Orleans

South Orleans boathouse

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Ask about children
  • Private garden

Price per night from

$427

Price per night from

$427

Distance approx 12.52 km from South Dennis

23

Spacious Cape Cottage with English-Style Garden

Cape Cod / Osterville

Osterville house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Nearest beach 0.32 mi
  • Child Friendly
  • Air conditioning

Price per night from

$205

Price per night from

$205

Distance approx 9.97 km from South Dennis

13

Cape Cod, Centerville, Waterfront, Long Pond

Cape Cod / Centerville

Centerville house

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$256

Price per night from

$256

Distance approx 14.94 km from South Dennis

(7) Very Good 

4

The Falmouth a Studio cottage

Cape Cod / Eastham

Eastham cottage

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Ask about children
“It is close to everywhere I want to go.” The Silver's were very accomodating, they made it easy to arrive late in the evening the Falmouth was ready when we arrived. Although a bit small The Falmouth is very good for two people. I stayed there four ti
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Price per night from

$100

Price per night from

$100

Distance approx 17.87 km from South Dennis

(6) Very Good 

17

Wellfleet Waterfront 5 Bedroom Vacation Home

Cape Cod / Wellfleet

Wellfleet house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning
“Great Place for a Relaxing Getaway” What a wonderful spot with a beautiful water view and so private! We needed a last-minute booking and Steve was so accommodating. The house itself is an antique treasure with lots of space and all the modern conveni
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Price per night from

$399

Price per night from

$399

Distance approx 14.12 km from South Dennis

(2) Very Good 

4

Summer Peace in Eastham

Cape Cod / Eastham

Eastham cottage

1 2 7 nights min

  • 1 bedroom
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$95

Price per night from

$95

Distance approx 6.67 km from South Dennis

51

Chatham-5m Walk to Beach! Chic Cape Escape Hear the waves at Night! 5 stars

Chatham / South Chatham

South Chatham house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 0.6 mi
  • Child Friendly
  • Air conditioning

Price per night from

$274

Responds fast!
avg. 1 hour 53 minutes

Price per night from

$274

Distance approx 13.66 km from South Dennis

(6) Very Good 

16

WALK TO BEACH & ENJOY PRIVACY & A GATHERING PLACE

Cape Cod / Eastham

Eastham house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$385

Price per night from

$385

Distance approx 7.19 km from South Dennis

(3) Excellent 

14

Rights to Brewster's Best Private Beach

Cape Cod / Brewster

Brewster house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$498

Price per night from

$498

Distance approx 9.76 km from South Dennis

(12) Excellent 

34

Charming 3 bedroom cottage near sandy beach; private grass back yard

Cape Cod / Centerville

Centerville house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 1 mi
  • Child Friendly
  • Air conditioning

Price per night from

$103

Price per night from

$103