50 Best Dennis Apartments on Holiday Lettings - Vacation rentals

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2,802 Vacation rentals

13

Cottage rental in Dennis Port

Dennis / Dennis Port

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Welcome to Stone's Throw, just steps from the warm waters of Nantucket Sound! Under new ownership for the 2018 season! Two bedroom, one bathroom rental unit at the Stone's Throw property. Just a "Stone's Throw" to popular Sea Street Beach on Nantucket Sound. Also enjoy …see more

from $240 / night

$1,500 / week

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from $240 / night

13

Dennis Vacation home rental

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
1 Mile To South Village Beach AC's This ranch-style home with 3 bedroms, 1 1/2 baths is located 1 mile from South Village Beach. The master bedroom offers a full size bed and A/C. The 2nd bedroom has 2 twins, while the 3rd bedroom has a bunk bed with trundle (3 twi …see more

from $120 / night

$840 - $1,090 / week

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from $120 / night

25

Vacation home in West Dennis

Dennis / West Dennis

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Air conditioning
Experience the rich history and unique culture of Cape Cod from the comfort of this 4-bedroom, 1.5-bath vacation rental home in West Dennis. Located just steps from the crystal clear waters of Grand Cove, this 19th century home for 9 allows guests to canoe, swim, and pa …see more

from $250 / night

$1,750 - $4,375 / week

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Responds fast!
avg. 52 minutes

from $250 / night

19

Vacation condo in Dennis Port

Dennis / Dennis Port

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
This a great family condominium unit! Just drop your luggage and walk down to beach (2 minutes). Bdrm #1, on the first floor has a queen bed. The upstairs has 2 Bdrms, railroad style(must walk through one to get to the other). Bdrm#2 has two twin beds; Bdrm#3 has a do …see more

from $236 / night

$1,650 / week

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from $236 / night

9

Home rental in Dennis

Cape Cod / Dennis

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Steps to Glendon Beach, Waterviews & WiFi Ready to Rent for the 2018 Season This adorable 2 bedroom condo unit offers waterviews from the front deck and is located across the street from Glendon Beach and the Sailing Cow restaurant. The master bedroom has 1 queen bed …see more

from $99 / night

$690 - $1,040 / week

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from $99 / night

11

Dennis Port Vacation home rental

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Fully renovated three bedroom, two bathroom home located less than 1/2 mile to Glendon and Haigis beaches. Enjoy your summer vacation in this immaculate, well maintained home with central air conditioning. Open floor plan with recessed lighting, hardwood and ceramic ti …see more

from $100 / night

$700 - $1,650 / week

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from $100 / night

27

Home rental in Dennis

Cape Cod / Dennis

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Make this Dennis vacation rental your yearly retreat on Cape Cod. At Retro Beach Escape, you'll enjoy must-have amenities such as a wood fireplace and an outdoor shower along with fabulous decor that just may inspire you. Situated only 400 yards from quaint Bayview Be …see more

from $89 / night

$623 / week

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Responds fast!
avg. 22 minutes

from $89 / night

(3) Excellent 

16

Cottage rental in Dennis Port

Dennis / Dennis Port

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.32 mi
  • Child friendly
This charming two-bedroom cottage is your perfect Cape Cod getaway! The Captain's Quarters has a queen size bed and the Crew's Quarters has a twin bed and bunk beds. The cottage features a cathedral ceiling and full kitchen with nautical and seaside decor throughout. T …see more

from $172 / night

$1,200 / week

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Responds fast!
avg. 2 hours 33 minutes

from $172 / night

(2) Good 

12

Vacation home in Dennis

Cape Cod / Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Nice Cottage sleeps 8 comfortably. Near private beach and other beaches. Indoor & Outdoor shower.Cable TV, Internet WIFI stove, microwave & fully stocked with plates & utensils. Washer dryer too.Great location - near Hyannis & not too far from the ferry to go to Martha' …see more

from $175 / night

$1,150 / week

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from $175 / night

(7) Very Good 

16

Vacation home in Dennis

Cape Cod / Dennis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Come and relax at a beautiful beach cottage just a minute walk to the beach. This 2 bedroom cottage sleeps 6 and has 1 full bathroom. The cottage also includes an outdoor shower to easily rinse off after your day at the beach. The cottage is cable and wifi ready. Air …see more

from $150 / night

$700 - $1,400 / week

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Responds fast!
avg. 1 hour 0 minutes

from $150 / night

8

Vacation cottage in Dennis Port

Dennis / Dennis Port

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
Adorable 2 bedroom cottage in Dennis Port near the ocean. Just a few steps to private association beach. Bring your small dog with prior approval! Bedroom 1: Full Bedroom 2: Bunk Beds - 2 Twins Additional amenities include: full kitchen, sofabed, cooking utensils, fans …see more

from $136 / night

$950 / week

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from $136 / night

(1) Excellent 

35

Dennis Vacation home rental

Cape Cod / Dennis

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Enjoy a quintessential Cape Cod vacation at this three-bedroom Dennis home where you'll find a beautiful gourmet kitchen, a private outdoor patio, and easy access to 16 nearby beaches! Ideally situated only one mile from Corporation Beach, Mayflower Beach, and the shor …see more

from $142 / night

$994 / week

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Responds fast!
avg. 22 minutes

from $142 / night

(2) Excellent 

8

Vacation home in Dennis Port

Dennis / Dennis Port

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Nice 3 bedroom first floor apartment in captain's house in Dennis Port. Less than 1/2 mile walk to beaches. Central air conditioning, large private yard, gas grill, full kitchen with microwave & dishwasher, full bath, 27" color tv with cable & dvd, Wi-fi, fireplace, dec …see more

from $100 / night

$495 - $1,195 / week

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from $100 / night

(1) Excellent 

9

Vacation home in Dennis Port

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Quaint cottage located on dead end street, this 3 bedroom home sleeps 6. Amenities include window a/c in each bedroom, wifi, TV, gas grill, and patio. Less than a mile to Sea Street Beach. Square footage: 768 Bedroom 1: Queen Bedroom 2: 2 Twins Bedroom 3: 2 Twins Ma …see more

from $86 / night

$600 - $1,000 / week

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from $86 / night

(1) Very Good 

23

Dennis Port Vacation home rental

Dennis / Dennis Port

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Updated, refurnished and decorated Spring 2016! Enjoy ocean views from every room of 91 Glendon Road. This large, two story home offers 3 bedrooms plus a loft, 3.5 bathrooms and a full unfinished basement. The newly updated kitchen has quartz counters, stainless stee …see more

from $200 / night

$1,300 - $4,300 / week

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Responds fast!
avg. 3 hours 53 minutes

from $200 / night

(2) Very Good 

14

Vacation home in Dennis Port

Dennis / Dennis Port

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Come and relax at a beautiful beach cottage just a minute walk to the beach. This 2 bedroom cottage sleeps 6 and has 1 full bathroom. The cottage also includes an outdoor shower to easily rinse off after your day at the beach. The cottage is cable and wifi ready. Air …see more

from $150 / night

$700 - $1,400 / week

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Responds fast!
avg. 1 hour 0 minutes

from $150 / night

5

Vacation condo with shared pool in Dennis Port

Dennis / Dennis Port

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
The Breakers Resort is situated beachfront and center, just waiting for your next vacation. This cozy, beachside community is the ultimate home-away-from-home in ever-popular Cape Cod. The Breakers offers visitors every opportunity to relax and recharge, whether on the …see more

from $215 / night

$1,300 / week

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from $215 / night

(6) Excellent 

Certificate of Excellence

38

Vacation condo in Dennis Port

Dennis / Dennis Port

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Adorable condo with ocean views! We are across the street from Glendon Beach, the waves and sand are less than 500 feet away! Condo was freshly renovated and updated this spring. Condo has one bedroom with a queen bed and a full size futon in the living room that sleeps …see more

Certificate of Excellence

from $125 / night

$1,200 / week

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Responds fast!
avg. 2 hours 18 minutes

from $125 / night

(5) Good 

12

Vacation home in Dennis Port

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This oceanfront property has incredible views from the roof top deck, some excellent and some partially obstructed views from the living room. There is another property situated partly in front (see pictures) and to the right of the house. The house has 3 bedrooms, w …see more

from $172 / night

$1,200 - $3,495 / week

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from $172 / night

(4) Excellent 

20

Vacation home in Dennis

Cape Cod / Dennis

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Completely renovated to make bright open spaces with stunning views of Flax Pond (rated 2nd best pond on the Cape). Swim, kayak or have lunch on the beautiful private dock. Surrounded by miles of conservation nature trails, 5 minute drive to beautiful beaches. A relaxin …see more

from $250 / night

$1,350 - $3,950 / week

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Responds fast!
avg. 1 hour 34 minutes

from $250 / night

18

Dennis Port Vacation home rental

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Welcome to our brand new, gut-renovated, Cape house. The 3 bed rooms have 2 queen beds and 1 set of bunk beds as well as a pull out couch in the living room. Central air with one full bathroom, as well as an outdoor shower. Half mile walk to Haigis Beach. 3/4 mile to Gl …see more

from $215 / night

$1,500 / week

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Responds fast!
avg. 3 hours 47 minutes

from $215 / night

(1) Very Good 

22

Vacation apartment in Dennis Port

Dennis / Dennis Port

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Located on the warm water shores of Nantucket Sound Seasonal cozy studio-condo, sleep (2 or 3). Available from a second week of April through third week of October. All furnished including kitchen microwave, range-oven, refrigerate, toaster. Pots and pans, silverware, …see more

from $55 / night

$385 - $600 / week

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Responds fast!
avg. 3 hours 57 minutes

from $55 / night

23

Vacation home in Dennis

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Spectacular water views overlooking Bayview Beach and only a short walk to Mayflower Beach! This 3 story, brand new unit features a gourmet kitchen, open floor plan with fireplaced family room, 2 bedrooms in lower level, a master suite with private balcony, and a deck f …see more

from $358 / night

$2,500 - $4,950 / week

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from $358 / night

(1) Excellent 

25

Vacation home in Dennis Port

Dennis / Dennis Port

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Walk to the beach in 5 minutes from this charming 2+ bedroom, 1 bath cottage in Dennis Port with Central Air! Dog friendly! You will be overjoyed by this beautifully renovated cottage. Inside, it features an open kitchen/dining/living area that is vacation-comfortable w …see more

from $275 / night

$1,925 - $2,370 / week

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Responds fast!
avg. 3 hours 29 minutes

from $275 / night

(1) Excellent 

11

Vacation home in Dennis Port

Dennis / Dennis Port

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning
Adorable Cape Cod cottage with Central A/C in Dennis Port, MA-only 250 short steps to the beach! House boasts a lovely living room and large family room each with sleeper sofas. Step out onto the lovely deck to enjoy a fun BBQ and let the kids play in the big yard. Out …see more

from $158 / night

$1,100 - $1,395 / week

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from $158 / night

(1) Excellent 

9

Dennis Port Vacation apartment rental

Dennis / Dennis Port

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
Ocean view from every room. Large lawn with private ocean beach. Kitchen, full bath with shower, bedroom, and living room. Close to shopping, Cape Cod Rail Trail, and Swan River Inlet. Canoe and kayak rental and ferry to Nantucket nearby. 1 bedroom, living room, kitche …see more

from $200 / night

$975 / week

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from $200 / night

30

Vacation home rental

Cape Cod / Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
BEAUTFIL BAYSIDE BEACHES ! MAYFLOWER / BAYVIEW SO CLOSE YOU CAN SMELL THE SALT AIR! With Private BEACH RIGHTS and easily accessible footpath,this perfect beach house awaits you and your guests! Less than 1/10 of a mile to two of Cape Cod s most beautiful bayside beach …see more

from $415 / night

$2,900 - $4,600 / week

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from $415 / night

(1) Excellent 

21

Vacation home in Dennis Port

Dennis / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Charming cottage with bonus family room only 2/10 miles to shared association beach. Bright and airy living room and dining area. Large side deck with patio table, umbrella and chairs, picnic table and gas grill. Just added washer, dryer, and wifi, window ac in each b …see more

from $143 / night

$1,000 - $1,500 / week

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from $143 / night

12

Vacation home in Dennis Port

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Just a 5 minute walk to shared private beach (.2 miles)! Charming cape cod cottage with cozy and comfortable open living room/dining area. Rear yard with patio, umbrella table, chairs and gas grill. Amenities include washer and dryer (bulkhead access only), DVD, and …see more

from $100 / night

$700 - $1,400 / week

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from $100 / night

6

Vacation cottage rental

Dennis / Dennis Port

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.48 mi
  • Child friendly
Cute, clean beach house just .3 miles from the beach. House has 1 bedroom with a queen bed, living room and kitchen with a new smooth top stove. Bathroom has a shower, or shower in our enclosed outdoor shower. There is a patio with a gas grill and outdoor patio set. Use …see more

from $80 / night

$675 / week

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from $80 / night

(1) Very Good 

12

Home rental in Dennis

Cape Cod / Dennis

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
Northside Dennis, 3 BR, 2 Bath, close to Golf & Village This terrific 3 bedroom, 2 bath ranch-style home is located in a family-friendly, Northside neighborhood that is a short drive (under 3mi.) to Corporation & Mayflower Beaches, and just around the corner from the D …see more

from $156 / night

$1,090 - $1,490 / week

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from $156 / night

(1) Very Good 

10

Hotel apartment rental in Dennis Port with shared pool

Dennis / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Two bedroom condo with large balcony steps from the beautiful sandy beaches on Nantucket Sound at the Breakers North Resort on Cape Cod. Relax on the private beach or in outdoor pool with an indoor pool available for any fair weather day. Eight hundred square feet of …see more

from $300 / night

$2,100 / week

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from $300 / night

14

Vacation home with shared pool in Dennis Port

Dennis / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Pristine condition in Heritage Sands! Beautifully decorated, brand new two bedroom home with central air. Located less than 500 feet to a shared private beach! This home boasts an open floor plan with stainless steel appliances and granite counter tops. Amenities includ …see more

from $215 / night

$1,500 - $2,700 / week

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from $215 / night

20

Vacation home in Dennis Port

Dennis / Dennis Port

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
DEEDED BEACH RIGHTS! DENNISPORT! Dog Friendly! DENNISPORT! DEEDED RIGHTS TO PRIVATE NANTUCKET SOUND BEACH just a few doors down!! ADORABLE freshly painted 3 bedroom, 1 bath Ranch with A/C, Cable TV , & Wi-Fi bathed in natural sunlight from the open concept kitchen with …see more

from $172 / night

$1,200 - $1,695 / week

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from $172 / night

32

Vacation home rental

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Walk to Nantucket Sound from this adorable 3 Bedroom Ranch! It's a quick 2 minute/500 foot walk right down the road. This home features 3 good size bedrooms, 1 with a double bed and the other 2 with 2 Twins. Nice size living and family room that are front to back with …see more

from $157 / night

$1,095 / week

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from $157 / night

11

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
Cozy three bedroom cottage on a dead end cul de sac street. Just one mile to the popular South Village beach. Convenient to popular restaurants and seasonal attractions. Sunny side yard with patio and canopy. Enclosed sunporch with washer and dryer off of the eat in …see more

from $100 / night

$700 - $1,300 / week

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from $100 / night

(1) Excellent 

16

Vacation home in Dennis Port

Dennis / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This spacious 3 bedroom home offers central air and plenty of living space! Bring your Bocce and Croquet sets and take advantage of all the yard space this home offers, or play a game of Ping Pong or Foosball in the basement on a rainy day. Other amenities include 3 T …see more

from $165 / night

$1,150 - $1,495 / week

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from $165 / night

14

Vacation home in Dennis Port

Dennis / Dennis Port

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
*Weekly rental in July and August - Saturday to Saturday rental* Charming cottage within a 5 minute walk to the beach. Beautifully refinished 100 year old hardwood floors - newly painted and redone with the feel of a quintessential Cape cod cottage. Located on a private …see more

from $139 / night

$1,895 / week

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Responds fast!
avg. 1 hour 47 minutes

from $139 / night

20

Home rental in West Dennis

Dennis / West Dennis

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets
This spacious 2000 sq. ft. 4 bedroom home sleeps 10 comfortably and has plenty of room inside and out to enjoy a relaxing vacation with your family. Owners have converted the garage to a new bonus room / family room which provides extra sleeping. Bathrooms are being rem …see more

from $229 / night

$1,600 - $2,800 / week

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from $229 / night

15

Vacation home in Dennis Port

Dennis / Dennis Port

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
This 4 bedroom, 2 bath home is located in a great neighborhood in the Dennisport area. This property sleeps 8 comfortably, 3 bedrooms with two twin sized beds and one king sized bed respectively. The outside of the house features a beautiful new large deck with sitting …see more

from $143 / night

$1,000 - $2,300 / week

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from $143 / night