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

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255 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 $125 / night

$765 - $1699 / week

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from $125 / night

(1) Excellent 

27

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
  • Pet 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 $175 / night

$1100 - $3850 / week

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from $175 / night

(5) Very Good 

14

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
Central air conditioning will keep you comfortable this summer in this well cared for two story cape home located just .75 miles to Glendon Beach. Eat in kitchen and a separate dining room. Hardwood floors and a living room featuring a sea captain's motif. Screened …see more

from $115 / night

$800 - $1100 / week

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from $115 / night

22

Home accommodation in Dennis Port

Cape Cod / Dennis Port

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
This quaint 4 bedroom, 3 bath Cape is located within a short walking distance to a Private Association Beach on Nantucket Sound, which is immediately adjacent to a town beach with lifeguard. The first level features a living room with a gas stove, dining room, full bath …see more

from $200 / night

$1400 / week

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from $200 / 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

(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 47 minutes

from $172 / 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 - $2150 / week

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from $215 / night

(1) Excellent 

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. 2 hours 15 minutes

from $150 / 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 $140 / night

$1000 - $1100 / week

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Responds fast!
avg. 1 hour 11 minutes

from $140 / night

(1)  

12

Dennis Port Vacation home rental

Cape Cod / Dennis Port

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
A shared private beach is just 200 ft, with no streets to croos, from this 4 bedroom 2 level home. Amenities include 2 TV's (including a 40 inch flat screen in lower level family room), cable, DVD, wifi, dishwasher, microwave, washer and dryer.Window A/C units in 3 of …see more

from $143 / night

$1000 - $1800 / week

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from $143 / night

(1) Excellent 

8

Vacation home in Dennis Port

Cape Cod / 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

$485 - $995 / week

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Responds fast!
avg. 3 hours 55 minutes

from $100 / night

(1) Very Good 

23

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
  • 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

$1300 - $4300 / week

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from $200 / night

9

Vacation home in Dennis Port

Cape Cod / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Cozy 2 bedroom home with screened porch, wood floors, vaulted ceilng, and eat in kitchen. Just .5 mile to Haigis beach. Amenities include air conditioning wall units with individual controlls, WiFI, extended basic cable, 3 TV's, 3 DVDs, microwave, washer/dryer and dishw …see more

from $93 / night

$650 - $1000 / week

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from $93 / night

(14) 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

26

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This cozy Dennis Port home features 3 bedrooms and 1.5 baths and sleeps up to 7 comfortably. The first floor features a spacious living area, fully equipped eat-in kitchen, and a cute den off of the kitchen for lounging. The first floor offers two bedrooms, one with a q …see more

from $143 / night

$995 - $1475 / week

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from $143 / night

(1) Good 

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 15 minutes

from $150 / night

12

Vacation home rental

Cape Cod / Dennis Port

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
2017 PRIME SEASON RATE: $1695.00. This clean and bright home is located close to Dennisport beaches, town and Sundae School Ice Cream. You will enjoy endless hours relaxing on the great screened porch overlooking a private and ample rear yard with picnic area and gas …see more

from $115 / night

$800 - $1200 / week

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from $115 / night

24

Vacation home in Dennis Port

Cape Cod / Dennis Port

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
Price Range $1925-$2225* *without pet $100 less Rates include all charges; no hidden fees! 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 cott …see more

from $275 / night

$1925 - $2075 / week

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from $275 / 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

15

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
The location of this cottage cant be beat! Just a short walk takes you right to the beach on Nantucket Sound where you can enjoy a day at the beach with ease. The house itself has 3 bedrooms and 1 bath. The bedrooms are furnished with a double in one, 2 twins in the sec …see more

from $143 / night

$1000 - $2000 / week

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from $143 / night

(1) Excellent 

7

Vacation home rental

Cape Cod / Dennis Port

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
This three bedroom home sleeps 7 and offers hardwood floors throughout. Newly renovated kitchen for 2017 including all new appliances and stackable washer and dryer. Just an easy 1/2 mile to Sea Street beach. Amenities include window a/c in kitchen and each of the thre …see more

from $100 / night

$700 - $1000 / week

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from $100 / night

(1) Excellent 

8

Vacation home rental

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
STEPS TO THE BEACH! Fantastic cottage just 300 feet to a shared private beach at the end of the street. Central ac, cable T.V. and DVD player. One bath with shower only and three bedrooms. Outside has an enclosed shower, patio and a swing, gas grill, fire pit, picnic …see more

from $100 / night

$700 - $1250 / week

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from $100 / night

(4) Very Good 

6

Dennis Port Vacation home rental

Cape Cod / Dennis Port

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Cozy 2 bedroom cottage. Features include lofted ceiling w/skylight in living room, cable TV, DVD, Wifi, ceiling fan and microwave. Just a short 2/10's mile to Haigis beach. Deck with picnic table, gas and charcoal grills. Bathroom has shower only. No land line avaia …see more

from $90 / night

$625 / week

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from $90 / night

(4) Excellent 

22

Vacation home in Dennis Port

Cape Cod / Dennis Port

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
Spectacular views! Wonderful Beach! Listen to the waves! Great deck! Fantastic House! Enjoy your vacation in this well maintained 2000 sq. ft 5 bedroom home with central air conditioning. Enjoy the outdoor space on the Beach (private shared with 6 houses); swim in …see more

from $1072 / night

$7500 / week

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from $1072 / 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 - $1795 / week

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Responds fast!
avg. 1 hour 49 minutes

from $139 / night

20

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
JULY WEEK STILL AVAILABLE!! 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 high Ceilings & S …see more

from $172 / night

$1200 - $1695 / week

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from $172 / night

(2) Excellent 

8

Home rental in Dennis Port

Cape Cod / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Affordable, cozy 2 bedroom cottage with seperate dining area, wood floors, open floor plan and vaulted ceilng. Amenities include window ac's in the bedrooms, WiFI, extended basic cable, flat screen TV, and dishwasher. Picnic table and enclosed outside shower. Square fo …see more

from $72 / night

$500 - $645 / week

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from $72 / night

12

Home rental in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This home sits on a large lot with a wooded side and back yard. Large rear deck with benched seating. Home is located approximately .6 to Haigis beach in Dennisport. Close to Glendon, West Dennis and Sea street beaches. Home offers Portable A/C in living room and win …see more

from $115 / night

$800 - $900 / week

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from $115 / night

(1) Very Good 

10

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Sweet Dennis Port Cottage, just 2/10ths of mile to Sea Street beach on Nantucket Sound and near many Dennis fun spots such as Sundae School Ice Cream shop, and many dining options including breakfast, pizza, and seafood. You will find this quaint and fully updated Vacat …see more

from $115 / night

$800 - $1400 / week

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from $115 / night

(3) Very Good 

9

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 home with 2 full baths and central air conditioning is located in a nice, quiet neighborhood less than 1 mile from the beach. This home offers a washer/dryer, wifi, and dishwasher. Good sized deck which can be accessed from kitchen sliders provides a ga …see more

from $108 / night

$750 - $1150 / week

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from $108 / night

(2) Very Good 

12

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
.1 miles to Raycroft beach. Return home from a day at the beach to relax on the front patio or enjoy a picnic supper on the side patio. There is Wifi but no land line available at the property. Square footage 999 Bedroom # 1: 1 Double Bedroom # 2: 2 Twins Bedroom # 3 …see more

from $215 / night

$1500 / week

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from $215 / night

10

Vacation home with shared pool in Dennis Port

Cape Cod / Dennis Port

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Ask about children
Quaint cottage colony home with 7x10 front screened porch situated just 75 feet to Sea St Beach. Association pool available for tenant use. One bedroom consisting of two twin beds. Bathroom has a shower only (no tub). Other amenities include a 12 x 15 deck with gas gr …see more

from $79 / night

$550 - $650 / week

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from $79 / night

(8) Very Good 

20

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Amazing pond views and unforgettable sunsets from all levels of this beautiful home. Expansive decks for outdoor entertaining, dining or relaxing in the sun. Remodled bathroom downstairs, and new half bath up for 2017 season. Lovely side yard for outdoor games leading …see more

from $186 / night

$1300 - $2500 / week

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from $186 / night

(4) Very Good 

8

Vacation home in Dennis Port

Cape Cod / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Cape Cod home with a pleasant sunroom offering additional living space. Home offers cable, Wifi, DVD, dishwasher and microwave. First floor washer and dryer in master bathroom. Separate dining area. Vaulted ceiling in living room and wood floors. Wall air condition …see more

from $86 / night

$600 - $900 / week

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from $86 / 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

16

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Pleasant, well maintained home! All new updated kitchen appliances and freshly painted throughout. Enjoy a relaxing morning cup of coffee, the paper and fresh pastries from one of our local bakeries on the screened porch decorated in pretty wicker. Enjoy a sit down m …see more

from $86 / night

$600 - $1000 / week

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from $86 / night

4

Vacation home rental

Cape Cod / Dennis Port

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Ask about children
  • Air conditioning
NEW TO OUR 2017 INVENTORY!!! Studio condo unit .3 miles to Hagis Beach! Amenities include window ac, DVD, wifi, and queen bed. STUDIO UNIT OFFERS QUEEN BED Maximum occupancy: 2 Maximum vehicles: 2 Square footage: 260 Please note: Outdoor shower is shared with all …see more

from $72 / night

$500 - $550 / week

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from $72 / night

(1) Very Good 

11

Vacation home in Dennis Port

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
Charming home with wood floors conveniently located near, restaurants, bakery, ice cream and mini golf. Television in living room and queen bedroom. Wifi and microwave, Updated kitchen and counter tops with dining area off of living room. Window ac in master and livi …see more

from $143 / night

$995 / week

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from $143 / night