50 Best West Dennis Vacation rentals on Holiday Lettings - Beach rentals

Close

View larger map

West Dennis

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

2,586 Vacation rentals

28

Vacation home in West Dennis

Dennis / West Dennis

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • 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

Book View

Responds fast!
avg. 50 minutes

from $250 / night

(1) Excellent 

16

Home rental in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Pristine ranch offering picturesque views of Bass River marina. Enjoy captivating sunsets from the tastefully decorated living room with french doors to huge rear deck. Less than half a mile to two local favorite fishing spots. Town launch for canoes. Amenities incl …see more

from $250 / night

$1,750 - $2,500 / week

Inquire View

from $250 / night

15

Home rental in West Dennis

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Two story home just 300 yards to shared private beach (Fiddlers Green) in West Dennis. Home has a wrap around, large upper deck with ocean views and lower level deck. Home offers central air conditioning, washer/dryer, dishwasher,37" HD Flatscreen TV, cable, HD-DVD, W …see more

from $243 / night

$1,700 - $4,500 / week

Inquire View

from $243 / night

(1)  

12

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Three bedroom home with an eat-in-kitchen includes cable, 2 TVs, DVD, WiFi, Central air conditioning, one ceiling fan, microwave, portable dishwasher, washer/dryer. Deck with gas grill. West Dennis beaches less than one mile away! Washer and dryer in basement. Bulkhe …see more

from $193 / night

$1,350 - $1,750 / week

Inquire View

from $193 / night

(1) Excellent 

11

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Lovely three bedroom home located .4 miles to popular Trotting Park Road beach. You can also visit South Village and West Dennis beaches, neither are too far away! This recently purchased home boasts two spacious living areas, 1.5 bathrooms, a/c in the master bedroom, w …see more

from $136 / night

$950 - $1,750 / week

Inquire View

from $136 / night

19

Vacation home in West Dennis

Dennis / West Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Views, views,and more views! Wonderful three bedroom Cape overlooking the ever-changing marsh, scenic Swan River, and where the river meets Nantucket Sound at South Village Beach. Stunning panoramic views from the enormous wrap around deck, and from nearly every room. A …see more

from $215 / night

$1,500 - $2,500 / week

Inquire View

from $215 / night

(2) Excellent 

12

Vacation home in West Dennis

Dennis / West Dennis

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Lovely well maintained two bedroom house on a quiet street. Less than 1 mile to popular South Village beach. Nicely landscaped yard with front porch sitting area, rear patio with gas grill, patio table and chairs. Home offers washer/dryer, dishwasher, 4 HD flatscreen T …see more

from $129 / night

$900 - $1,750 / week

Inquire View

from $129 / night

(2) Very Good 

8

Home rental in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Duplex home with front & rear decks less than 1/2 mile to popular South Village Beach. If you take both sides of the duplex, owner offers a $50 discount per side. Washer/dryer, window air conditioner in master bedroom, blender, coffeemaker and microwave. Picnic table a …see more

from $108 / night

$750 - $1,750 / week

Inquire View

from $108 / night

(3) Excellent 

16

West Dennis Vacation home rental

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Absolutely beautiful, newly updated home with stunning views of popular Trotting Park Road Beach in West Dennis! Only a stone's throw from the ocean, this four bedroom home offers a washer/dryer, dishwasher, WiFi, 2 full bathrooms, and separate dining area. Window air i …see more

from $229 / night

$1,600 - $4,500 / week

Inquire View

from $229 / night

14

Home rental in West Dennis

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Sleeps 8; (4 Queen Beds). 4 Bedrooms with 3 Full Baths. Fabulous ocean beach house for your enjoyment. Enjoy the warm waters of Nantucket Sound from your own deeded ocean beach from this impeccable private home. 180 degree views of Uncle Stephen's Pond and Weir Creek. U …see more

from $736 / night

$5,150 / week

Book View

Responds fast!
avg. 1 hour 14 minutes

from $736 / night

14

West Dennis Vacation home rental

Dennis / West Dennis

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
RIGHT ACROSS FROM WEST DENNIS BEACH and West Dennis Yacht Club!!! GORGEOUS PANORAMIC VIEWS!!! This beautiful 4 bedroom home is situated just steps from the entrance of West Dennis Beach. Large deck has views of the ocean and marsh- great for bird watching. Amenities …see more

from $285 / night

$1,995 - $5,600 / week

Inquire View

from $285 / night

34

West Dennis Vacation home rental

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
2018 Season! This cozy West Dennis home is situated in a residential neighborhood at the end of a cul-de-sac with views of Kelley Pond. The property offers four comfortable bedrooms and two baths, sleeping up to 8. The first level features an open living and dining spac …see more

from $172 / night

$1,200 - $1,800 / week

Book View

from $172 / night

(7) Very Good 

23

Vacation home in West Dennis

Dennis / West Dennis

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Enjoy our Cape Cod home! This house abuts town conservation land on Swan River in West Dennis. Bring your own kayak and be boating in the ocean in no-time! Short walk to South Village Beach (about 1 mile), the West Dennis Beach is only a 5-minute drive. Enjoy luxurious …see more

from $200 / night

$1,400 - $2,375 / week

Book View

from $200 / night

(1) Excellent 

11

Home rental in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Very popular South Village beach home offers three decks (7x9, 5x10 and 5x12). Just .1 miles to South Village Beach. Updated kitchen with stainless steel fridge, microwave and toaster oven. Cable TV, wifi, and DVD available. There is also a gas grill, lawn furnitur …see more

from $244 / night

$1,705 - $1,750 / week

Inquire View

from $244 / night

9

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
This comfortable, Cape Cod home is the perfect place to unwind this summer. Relax on the screened porch which is furnished with a wrought iron table, chairs and shades. The fenced in yard has a patio area with picnic table, chaise lounges, gas grill and outside enclo …see more

from $115 / night

$800 - $1,750 / week

Inquire View

from $115 / night

8

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Three bedroom home on a large corner lot approximately 1 mile to West Dennis beach. Enjoy your morning cup of coffee in the eat-in-kitchen or on the deck just off the kitchen. Wifi access. Window AC in the master bedroom. Ceiling fans add comfort to two of the bedroo …see more

from $93 / night

$650 - $1,750 / week

Inquire View

from $93 / night

9

Vacation home in West Dennis

Dennis / West Dennis

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Rent this charming vacation home.This is a spacious four bedroom ,two bath home just steps to a shared private sandy beach on Natucket Sound. Warm and inviting, this property exudes charm throughout, featuring a country kitchen with seating for eight ,front to back liv …see more

from $600 / night

$2,500 - $3,800 / week

Book View

from $600 / night

8

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
It is all about location! location! location! This half duplex home is just steps from the very popular South Village Beach. Front deck with peaks of the ocean and an outdoor seating area perfect for sunning or enjoying a beautiful Cape Cod sunset. This impeccably clea …see more

from $158 / night

$1,100 - $2,095 / week

Inquire View

from $158 / night

(1) Very Good 

13

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Clean and cute home less than 1 mile to popular South Village and West Dennis beaches. Located on a quiet street, this is an ideal spot for children and families. Fenced in rear yard for privacy and a large deck with patio table and gas grill. This home comes equipped …see more

from $115 / night

$800 - $1,750 / week

Inquire View

from $115 / night

14

Home rental in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Relax and enjoy Cape Cod at this West Dennis unit! This 3 bedroom, 1 bath unit is one of two in a duplex situated within walking distance to a private, association beach at the end of Fiddlers Green Lane. Cozy & cute, it offers an open layout with a living area with fla …see more

from $158 / night

$1,100 - $1,260 / week

Book View

from $158 / night

9

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Bright and cheerful three bedroom, bath and a half home in West Dennis. A short drive to both beautiful West Dennis and South Village beaches. Amenities include central air conditioning, wifi, cable television, washer and dryer. Pleasant kitchen with adjoining dining …see more

from $222 / night

$1,550 - $1,750 / week

Inquire View

from $222 / night

24

Vacation apartment in West Dennis

Dennis / West Dennis

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Plan your next Cape Cod retreat to this 1-bedroom, 1-bathroom vacation rental condo in the Ocean Winds complex. This quaint unit offers 4 lucky guests a spacious, well-lit interior with all of the essentials for a memorable trip to the beach including a charcoal grill, …see more

from $90 / night

$630 / week

Book View

Responds fast!
avg. 50 minutes

from $90 / night

11

Vacation home rental

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
New hardwood floors and tiling throughout. Open and airy floor plan. Large eat in kitchen with new stainless steel appliances, new counter tops and subway tiling. Stack washer and dryer conveniently located in center hall closet. Newly remodelled bathroom with tiled …see more

from $86 / night

$600 - $1,750 / week

Inquire View

from $86 / night

(3) Very Good 

13

Vacation home in West Dennis

Dennis / West Dennis

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Air conditioning
Just a mere 1/2 mile walk to popular South Village beach. Sleeps 9. This home offers an upper level master suite. Updated kitchen and baths. Internet, DVD, and window air conditioners in the upstairs bedrooms. Nice yard with deck, patio table and gas grill. Garage …see more

from $143 / night

$1,000 - $1,895 / week

Inquire View

from $143 / night

(1) Good 

10

Home rental in West Dennis

Dennis / West Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Roomy three bedroom West Dennis home that sleeps 8. Close to West Dennis Village and Bass River. Just one mile to beautiful West Dennis beach. Nice yard with gazebo, outdoor patio set and charcoal grill. Amenities include WIFI, washer, dryer and microwave. Cozy l …see more

from $143 / night

$1,000 - $1,750 / week

Inquire View

from $143 / night

33

Vacation home rental

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
WATERVIEWS at SOUTH VILLAGE BEACH ! FOUR BEDROOM GEM in PRIME BEACHSIDE LOCATION! Dog Considered with approval First Offering 2018! SOUTH VILLAGE BEACH is across the street!! VIEWS from every room in this completely remodeled home with central A/C cable TV, and Wi-Fi! T …see more

from $486 / night

$3,400 / week

Inquire View

from $486 / night

(1) Excellent 

14

Vacation home rental

Dennis / West Dennis

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
Country living charm depicts this lovely antique cape located within a short walk to South Village Beach. Enjoy the fresh scent of climbing beach roses from a screened porch. Plenty of room to romp and play on the large, grassy lawn. Cozy, private, master suite with h …see more

from $250 / night

$1,750 - $2,800 / week

Inquire View

from $250 / night

(3) Very Good 

11

Home rental in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Home was completely remodelled in 2014 including kitchen, baths,addition of a magnificent sun room and central air conditioning. Sit by a river and find peace in the rhythm of the Earth. Come enjoy Cape Cod in this 3 bedroom, 2 bath home on a quiet cul de sac. The front …see more

from $143 / night

$1,000 - $2,000 / week

Inquire View

from $143 / night

(1) Very Good 

13

West Dennis Vacation home rental

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Bright and cheerful three bedroom home with window ac units in two of the bedrooms! Located in popular West Dennis, this home sits in a quiet neighborhood, only a short drive to West Dennis Beach. This home features three bedrooms with 1.5 baths. You will enjoy the nice …see more

from $129 / night

$900 - $1,800 / week

Inquire View

from $129 / night

(2) Very Good 

7

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Duplex home with front & rear decks less than 1/2 mile to popular South Village Beach. If you take both sides, owner offers a $50 discount per side. 32" flatscreen TV, DVD, new stove, microwave and coffeemaker. New living room couches for 2018 season Window air condit …see more

from $108 / night

$750 - $1,750 / week

Inquire View

from $108 / night

(4) Very Good 

15

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Delightfully, bright and cheerful home with a 12’x15’ three season tiled porch. Central air has been added to provide ultimate climate control. First floor laundry is conveniently located in the breezeway between the kitchen and sun room. Separate dining area with pic …see more

from $143 / night

$995 - $1,750 / week

Inquire View

from $143 / night

(3) Excellent 

21

Home rental in West Dennis

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Lovely 4 bedroom beach home with fantastic views of the ocean and salt pond. Just 75 yards to a shared private beach. Window a/c in two of the bedrooms.Bright open floor plan with sliders to multiple decks offering water views and lounges to relax and soak up summer ra …see more

from $250 / night

$1,750 - $3,900 / week

Inquire View

from $250 / night

11

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
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 - $1,750 / week

Inquire View

from $100 / night

(2)  

10

Vacation home in West Dennis

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Three bedroom ranch home with eat-in-kitchen and enclosed porch. Located .6 miles to South Village Beach and 1.3 miles to West Dennis Beach. Amenities include cable, TV, internet, washer/dryer, microwave, fans, gas grill, picnic table and a patio with a partially fenced …see more

from $108 / night

$750 - $975 / week

Inquire View

from $108 / night

23

Vacation home rental

Dennis / West Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This 3 bedroom cape cod cottage is set in a quiet neighborhood less than .6 mile to Dennis south side beaches on Nantucket Sound. When you walk through the front door you are in the living room which has a TV, love seat and 2 recliners. Off to the left are 2 bedrooms, o …see more

from $86 / night

$600 - $960 / week

Book View

from $86 / night

(1) Excellent 

19

West Dennis Vacation home rental

Dennis / West Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Fantastic views of Swan River & Nantucket Sound from this vacation home 100 yards from South Village beach. Perfect access for launching your kayak or canoe. Entertainment center in living room with TV and DVD. Includes High Speed Internet, cable, second TV in Master b …see more

from $122 / night

$850 - $3,095 / week

Inquire View

from $122 / night

25

Vacation home in West Dennis

Dennis / West Dennis

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Air conditioning
NEW TO OUR 2018 INVENTORY! Amazing views sleeping 14! This 6 bedroom connecting duplex is just steps away from Swan Pond River landing and South Village Beach. Property offers central air conditioning, 2 kitchens and dishwashers, washer and dryer in each master bedro …see more

from $485 / night

$3,390 - $8,990 / week

Inquire View

from $485 / night

(2) Very Good 

9

Vacation home in West Dennis

Dennis / West Dennis

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
Charming cottage located in the desirable West Dennis Fingers area. .3 miles to West Dennis Beach. Open kitchen and living room with breakfast bar. New floors throughout the entire cottage. Amenities include TV, DVD, Wifi, and window AC in both bedrooms. Outdoor pa …see more

from $172 / night

$1,200 - $1,750 / week

Inquire View

from $172 / night

15

Vacation home in West Dennis

Dennis / West Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
Completely renovated three bedroom home located .2 mile walk to South Village Beach! Located in sought after neighborhood, this home is sure not to disappoint! Hardwood floors throughout, this home includes an eat in kitchen leading out to the spacious deck overlooking …see more

from $250 / night

$1,750 - $2,700 / week

Inquire View

from $250 / night

(2) Excellent 

10

Home rental in West Dennis

Dennis / West Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Lovely updated West Dennis home with beautiful hardwood floors. Modern kitchen offering tiled floor, microwave, dishwsher and breakfast bar. Washer, dryer, flat screen TV, DVD, and wireless internet included. Sunny deck with patio table, umbrella, sectional seating, c …see more

from $250 / night

$1,750 - $1,800 / week

Inquire View

from $250 / night