50 Best Vacation Rentals in Dennis Port - Holiday Lettings - Cabins

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259 Vacation rentals

12

Vacation home in Dennis Port

Cape Cod / Dennis Port

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 0.1 mi
  • Child friendly
  • Air conditioning
Enjoy your vacation just steps away from a private, family friendly beach on Nantucket Sound. The cottage is located a few houses away from the Oak Street Private Beach. Cottage includes flat screen TV, cable, wi-fi, window AC unit, full kitchen, indoor/outdoor shower, …see more

from $150 / night

$1050 / week

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from $150 / night

17

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Child friendly
Enjoy your vacation just steps away from a private, family friendly beach on Nantucket Sound. The cottage is located a few houses away from the Oak Street Private Beach. Cottage includes flat screen TV, cable, wi-fi, window AC unit, full kitchen, indoor/outdoor shower, …see more

from $215 / night

$1500 / week

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from $215 / night

24

Home rental in Dennis Port

Cape Cod / Dennis Port

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
#902 Sea Stars Cottage: Adorable! This updated cottage is centrally located by Nantucket Sound beaches, shopping and restaurants. Sweet little neighborhood lined with quaint beach cottages, perfect area for bike riding and outdoor entertaining. Immediate feeling of CLEA …see more

from $89 / night

$799 - $999 / week

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from $89 / night

(3) Excellent 

16

Cottage rental in Dennis Port

Cape Cod / 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

$1200 / week

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Responds fast!
avg. 2 hours 57 minutes

from $172 / night

(13) Very Good 

12

Vacation cottage in Dennis Port

Cape Cod / Dennis Port

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Perfect vacation get-away! Cozy, comfortable cottage nestled between two Cape Cod beaches. This 500 sf cottage is ideal for small family or couple. Two bedrooms, open living room/kitchen area, large back yard with clothesline, patio with charcoal grill, and private ou …see more

from $100 / night

$700 - $1075 / week

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from $100 / night

18

Dennis Port Vacation home rental

Cape Cod / 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 $186 / night

$1300 - $1600 / week

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Responds fast!
avg. 3 hours 50 minutes

from $186 / night

(4) Very Good 

4

Vacation cottage in Dennis Port

Cape Cod / Dennis Port

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Rustic cottage on swan river with private dock -Kayak/walk to local beach or 1 mile drive to public beach - TWO KAYAKS Pet friendly - BBQ - microwave - ladder on dock -window AC in both bedrooms - two kayaks - beach chairs - cable TV - VCR&DVD - radio - WIFI - outdoor …see more

from $179 / night

$1250 - $1400 / week

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from $179 / night

13

Vacation cottage in Dennis Port

Cape Cod / Dennis Port

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This is a quaint, clean cottage having 3 bedrooms (1 king, 1 full, and 2 twin beds), living room, kitchen and bathroom. Heated and central air conditioned. All bedrooms have TV's, and the living room has a large flat screen. Kitchen with table and breakfast nook. A l …see more

from $200 / night

$1300 / week

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from $200 / night

(1)  

10

Vacation home in Dennis Port

Cape Cod / Dennis Port

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
**Weekly rental only June 25 - Sept. 3, 2016-Saturday-Saturday** Charming quaint two bedroom cottage located within minutes to ocean beaches, shopping and the Cape Cod rail trail and the quaint village of Dennis-port where you can peruse the quaint shops and have lunch …see more

from $125 / night

$950 / week

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Responds fast!
avg. 1 hour 45 minutes

from $125 / night

(3) Excellent 

Certificate of Excellence

38

Vacation condo in Dennis Port

Cape Cod / 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 $130 / night

$900 - $1100 / week

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Responds fast!
avg. 2 hours 31 minutes

from $130 / night

18

Vacation home in Dennis Port

Cape Cod / 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 nice beach cottage just a minute walk to the beach. This 2 bedroom cottage has 1 full bathroom an also has a pull out couch in the living room so you can sleep 6. Cottage also includes an outdoor shower to easily rinse off after your day at the bea …see more

from $150 / night

$700 - $1400 / week

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Responds fast!
avg. 1 hour 1 minutes

from $150 / night

(1) Excellent 

4

Vacation cottage in Dennis Port

Cape Cod / Dennis Port

1 4 6 nights min

  • 1 bedroom
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Car not necessary
Cozy cottage in very quiet neighborhood in Dennisport, MA. For your fishing enjoyment, it's less than 500 ft. to Swan Pond River. There are also several Beaches within a 5 mile radius. One of which is less than a mile away! There are all sorts of sights and amusements …see more

from $114 / night

$680 / week

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from $114 / night

5

Vacation condo with shared pool in Dennis Port

Cape Cod / 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

$1300 / week

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from $215 / night

15

Vacation home in Dennis Port

Cape Cod / 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 queen sized bed respectively. The outside of the house features a beautiful new large deck with sitting …see more

from $143 / night

$1000 - $2300 / week

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from $143 / night

34

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Completely renovated home located directly across from the ocean. Enjoy the gorgeous ocean views from the living room, kitchen, new paver patio, two decks and plenty of outdoor seating at 134 Old Wharf Road! The newly renovated fully equipped kitchen has ocean views …see more

from $150 / night

$1050 - $3850 / week

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from $150 / night

(1) Very Good 

22

Vacation apartment in Dennis Port

Cape Cod / Dennis Port

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
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, cups and plates, table with four chairs. TV, DVD pla …see more

from $85 / night

$600 / week

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Responds fast!
avg. 3 hours 49 minutes

from $85 / night

(15) Excellent 

17

Dennis Port Vacation cottage rental

Cape Cod / Dennis Port

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Beautiful 2 bedroom Cottage located steps from Glendon Beach in Dennis Port, MA. Open year round for your enjoyment. Recently renovated and updated with modern beach decor. Master bedroom contains a Queen size bed. Second bedroom has a trundle bed which can be used as …see more

from $200 / night

$1200 - $1500 / week

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Responds fast!
avg. 3 hours 54 minutes

from $200 / night

14

Vacation home in Dennis Port

Cape Cod / 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

$1750 / week

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Responds fast!
avg. 1 hour 45 minutes

from $139 / night

9

Dennis Port Vacation apartment rental

Cape Cod / 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

(2) Excellent 

24

Home rental in Dennis Port

Cape Cod / Dennis Port

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Sea Watch - Ocean Front with beach Incredible views! Pets OK. Our renovated 3 bed/2bath ocean front home has the charm of Old Cape Cod with all the benefits of the new to provide the perfect place to create your Cape Cod memories! You can bring your pet with our permis …see more

from $300 / night

$1900 - $4000 / week

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from $300 / night

21

Vacation home in Dennis Port

Cape Cod / Dennis Port

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Spacious and lovely home with a large Private Beach located only 100 feet away and wonderful water views. The home has 2 full baths, 4 bedrooms, a large fully equipped kitchen with a spacious dining area and a lovely sun room overlooking the ocean. The home is located o …see more

from $329 / night

$2300 - $4500 / week

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from $329 / night

(2) Excellent 

12

Vacation condo in Dennis Port

Cape Cod / Dennis Port

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This charming Dennis Port condo is just steps from the beach!! (2 min walk to closest beach, 5 min walk to Sea St. Beach). Well maintained & clean condo (no musty smells that plague many cottages & homes on the Cape) has 2 bedrooms 1 bath and can sleep up to 5 people. …see more

from $145 / night

$1000 - $1250 / week

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from $145 / night

24

Vacation apartment in Dennis Port

Cape Cod / Dennis Port

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Discover the quaint villages and historical lighthouses of Cape Cod from this 2-bedroom, 1-bathroom Dennis Port vacation rental condo with sleeping accommodations for 6. Situated only a stone’s throw away from a private beach on the Nantucket Sound, this charming home o …see more

from $150 / night

$1050 - $2450 / week

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from $150 / night

14

Vacation home in Dennis Port

Cape Cod / 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 nice beach cottage just a minute walk to the beach. This 2 bedroom cottage has 1 full bathroom an also has a pull out couch in the living room so you can sleep 6. Cottage also includes an outdoor shower to easily rinse off after your day at the bea …see more

from $150 / night

$700 - $1400 / week

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Responds fast!
avg. 2 hours 1 minutes

from $150 / night

(1) Very Good 

10

Hotel apartment rental in Dennis Port with shared pool

Cape Cod / 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

$2100 / week

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from $300 / night

6

Vacation cottage rental

Cape Cod / 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

(13) Very Good 

Certificate of Excellence

32

Home rental in Dennis Port

Cape Cod / Dennis Port

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Our house is in the very desirable section of Dennisport south of Lower County Road. Once you step out the front door, it is a 2 minute walk (less than 2/10ths of a mile) to beautiful Sea Street Beach. This is great and saves you the daily $20 parking fee for the Dennis …see more

Certificate of Excellence

from $150 / night

$1100 - $1500 / week

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Responds fast!
avg. 2 hours 31 minutes

from $150 / night

7

Home rental in Dennis Port

Cape Cod / Dennis Port

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Air conditioning
*Two night minimum stay* Charming two bedroom house which has been totally renovated in a true Cape cod charm. This is part of a house which is a duplex. Brand new totally equipped kitchen with a keurig to enjoy your morning coffee. Beautful tiled baths with one right o …see more

from $130 / night

$895 / week

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Responds fast!
avg. 1 hour 45 minutes

from $130 / night

(14) Very Good 

17

Vacation cottage in Dennis Port

Cape Cod / Dennis Port

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Ask about children
Come escape your daily hustle and bustle - our 2 bedroom cottage has a lovely 3 season room with a vaulted ceiling that opens with French doors to an outdoor patio with a gas grill. There's even a spare propane tank should the first run out! It is within walking distanc …see more

from $150 / night

$1100 / week

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from $150 / night

26

Vacation home in Dennis Port

Cape Cod / Dennis Port

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
This air conditioned adorable 4 bedroom, 2 bath Cape is located within quick walking distance of a Private Association Beach on Nantucket Sound. The first level features a front to back living and dining room with fireplace and fully equipped kitchen. There are also two …see more

from $215 / night

$1500 - $2350 / week

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from $215 / night

(1) Very Good 

11

Dennis Port Vacation cottage rental

Cape Cod / Dennis Port

1 6 7 nights min

  • 1 bedroom
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
Enjoy a quiet day at the beach or take in a gorgeous sunset while building lifelong memories in this adorable cottage. Cottage 49 is located steps away from a private beach on the Nantucket Sound. It is a freestanding cottage in Chases Ocean Grove, a small resort colony …see more

from $158 / night

$1100 / week

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Responds fast!
avg. 58 minutes

from $158 / night

(4) Very Good 

9

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Cute and tidy cottage with a sunny wrap around deck. Just .5 mile to Haigis beach with Wifi. Conveniently located near many local restaurants and attractions. No oven, stovetop only. New flat screen television for 2015 rental season. 720 square feet. Bed types Bedro …see more

from $72 / night

$500 - $975 / week

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from $72 / night

(1) Very Good 

17

Dennis Port Vacation home rental

Cape Cod / Dennis Port

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
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 $195 / night

$1500 - $4300 / week

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from $195 / night

23

Vacation home in Dennis Port

Cape Cod / Dennis Port

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This Dennisport rental includes a cozy 3 bed room house that comfortably sleeps 7 and an in-law/guest cottage equipped with kitchenette and and 3/4 bath that sleeps 4 and has plenty of parking. It offers privacy in the back yard including an attached deck for sun tannin …see more

from $212 / night

$1500 - $2500 / week

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from $212 / night

7

Vacation apartment with shared pool in Dennis Port

Cape Cod / Dennis Port

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The condo is called Edgewater and it is steps away from the Nantucket Sound and the beach Pricing is $189 per night (Minimum 3 nights) per night or $999 for the week. This suite is immediately next to a **PRIVATE BEACH** - --It is also a 1st floor unit The resort …see more

from $275 / night

$1800 - $1851 / week

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from $275 / night

(2) Very Good 

6

Vacation home in Dennis Port

Cape Cod / Dennis Port

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Quaint cape cod cottage minutes to Grindell and Haigis beach. Remodeled bathroom and second bedroom. Home offers cable TV, microwave and a whole house fan. Rear patio area with charcoal and gas grill, patio table w/chairs and umbrella. Flat Screen TV. 529 Square fe …see more

from $129 / night

$900 - $1100 / week

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from $129 / night

(1) Excellent 

10

Dennis Port Vacation home rental

Cape Cod / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Open & airy Cape style home with loft. Home offers a washer and dryer, dishwasher, cable TV, Wifi, and gas grill. Window air conditioners in living room and loft. Just .2 mile to Sea Street beach. Square footage: 1073. Bed types: Bed 1: 1 Queen, Bed 2: 2 Twin Loft:T …see more

from $129 / night

$900 - $1450 / week

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from $129 / night

(3) Very Good 

15

Vacation home rental

Cape Cod / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
. Charming 2 bedroom cottage, sleeps 6. Set on a quiet street just half mile walk to popular Glendon beach, Short walk to ice cream and other restaurants. Living room with vaulted ceilings and skylights. Ceiling fans, eat-in kitchen. Cable, TV and DVD player, Washer/D …see more

from $104 / night

$725 - $1100 / week

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from $104 / night

17

Vacation home in Dennis Port

Cape Cod / Dennis Port

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
Come and relax in our spacious 4 bedroom Cape style family home in Dennisport (sleeps 8 - 10), located on a quiet dead end lane near the warm waters and sandy ocean beaches of Nantucket Sound. Stroll 1/4 mile to Raycroft and Inman Road beaches, or enjoy the excellent lo …see more

from $360 / night

$2800 / week

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from $360 / night

(2) Very Good 

14

Dennis Port Vacation home rental

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Cozy 3 Bedroom home with updated eat in kitchen. Less than 1 mile drive to Glendon or Haigis beach in Dennis Port. Home offers a nice enclosed screened porch and a large rear deck with wooden walkway to enclosed outside shower. Recently remodeled kitchen including new …see more

from $157 / night

$1095 - $1400 / week

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from $157 / night

1