50 Best Dennis Apartments on Holiday Lettings - Vacation rentals

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54 Vacation rentals

(1) Excellent 

32

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 shore …see more

from $80 / night

$560 / week

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Responds fast!
avg. 3 hours 42 minutes

from $80 / night

15

Dennis Vacation cottage rental

Cape Cod / Dennis

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Charming 4 bedroom cottage rental with all the modern amenities. 3/10ths of a mile walk to North side Bay beaches in mid-Cape, Dennis, Ma. Offering all the charm of Cape Cod with modern conveniences, this four bedroom cottage has two downstairs bedrooms with two twin be …see more

from $250 / night

$2200 - $3600 / week

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from $250 / night

16

Vacation home in Dennis

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
1 mile to Haigis Beach, King & Queen Bed, 3 ACs This 3 bedroom, 1.5 bath, ranch-style house in Dennisport is located in a nice neighborhood that is 1 mile to South Village Beach and Haigis Beach. It features ACs in all 3 bedrooms. The master bedroom offers a queen bed …see more

from $198 / night

$1380 / week

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from $198 / night

(3) Very Good 

32

Vacation home in Dennis

Cape Cod / Dennis

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Ask about children
  • Air conditioning
Walk to the Shops, Eateries & Theater of Dennis Village, Central AC This spacious 3 bedroom, 3 full bath home is tucked away in a wooded area and offers plenty of room for the family to gather and enjoy each other's company. It's less than a 1/2 mile to Dennis Village …see more

from $240 / night

$1680 - $2480 / week

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from $240 / 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 $179 / night

$999 - $3950 / week

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Responds fast!
avg. 2 hours 3 minutes

from $179 / night

15

Vacation home rental

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Enjoy this home away from home with a lot of natural light centrally located on Cape Cod, MA. If relaxing is your style enjoy the private beach on Follins Pond only a short 4 minute walk from the house or a scenic view of Bass River from the Mayfair Boat Yard a quick …see more

from $229 / night

$1800 / week

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Responds fast!
avg. 58 minutes

from $229 / 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 Beac …see more

from $80 / night

$560 / week

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Responds fast!
avg. 3 hours 42 minutes

from $80 / night

27

Vacation home in Dennis

Cape Cod / Dennis

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
#901 Fairway to Heaven: Brilliantly redone in 2015. Tasteful coastal decor, high end beachy look. Lovely yard with lots of room for entertaining and family. Set back from the road with lots of parking. This home has everything. Walk to the village, Highlands golf course …see more

from $225 / night

$1775 - $4499 / week

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from $225 / 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 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 and the 2nd bedroom has 1 full bed. The …see more

from $98 / night

$680 - $830 / week

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from $98 / night

(6) Excellent 

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 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

25

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 $400 / night

$2800 - $4000 / week

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from $400 / night

18

Home rental in Dennis

Cape Cod / Dennis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Elevated Bay Views, Neat As Can Be in East Dennis PEAK SUMMER WEEKLY RATE $3,700-$3,900 (Rents Saturday to Saturday during peak season) This East Dennis property is meticulously maintained and is just steps from a perfect Cape Cod Bay beach. This home is perched upon a …see more

from $272 / night

$1900 - $3700 / week

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from $272 / 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 $155 / night

$1080 - $1380 / week

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from $155 / night

20

Vacation home rental

Cape Cod / Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
Ocean Front, Shared Private Beach Amazing location on one of the largest private beaches in Dennisport! This tastefully decorated, 4 bedroom, 2 bath home overlooks beautiful Nantucket Sound and offers multiple outdoor living spaces to take advantage of its ocean front …see more

from $515 / night

$3600 - $4500 / week

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from $515 / night

12

Vacation home in Dennis

Cape Cod / Dennis

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Convenient location, close to Dennis Village and Golf, 3ACs This 2 bedroom (sleeps 6), 1.5 bath Cape-Style home is located just over 2 miles to the shops & restaurants of Dennis Village on 6A. It is 2.5 miles to Scargo Observation Tower with Mayflower and Corporation B …see more

from $119 / night

$830 - $980 / week

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from $119 / night

(3) Very Good 

10

Dennis Vacation home rental

Cape Cod / Dennis

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Close to Glendon Road & Haigis Beaches, 1 AC This cute and well maintained, Dennisport cottage is less than a mile to both Glendon and Haigis Beaches. It's also located near many great area restaurants and attractions. There is a queen bed in the master bedroom an …see more

from $112 / night

$780 - $880 / week

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from $112 / night

(1) Good 

10

Vacation cottage rental

Cape Cod / Dennis

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
Three bedrooms finished basement with washer and dryer including an outside shower is the perfect place to stay, only 2 miles from Mayflower Beach it's one of the best beaches at the Cape. Summer or winter you will enjoy your time here. …see more

from $210 / night

$1470 / week

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Responds fast!
avg. 2 hours 8 minutes

from $210 / night

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

$1150 / week

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from $175 / night

11

Home rental in Dennis

Cape Cod / Dennis

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
Walk to Kelly's Bay & Johnny Kelly Park, Central to North & Southside Beaches This affordable 3 bedroom, 1 bath home features hardwood floors throughout and a central location that is convenient to shopping plazas, a theater, and the entrance to the Cape Cod Rail Tra …see more

from $133 / night

$930 - $1080 / week

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from $133 / night

(2) Excellent 

21

Vacation home in Dennis

Cape Cod / Dennis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Welcome to COMPASS ROSE COTTAGE - The Quintessential Cape Cod Cottage Ideally located on a quiet street steps away from Flax Pond, and just over 2 miles to Mayflower Beach, plus convenient to all that Dennis and the Cape have to offer. Decorated with local art and pott …see more

from $129 / night

$885 - $925 / week

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Responds fast!
avg. 3 hours 26 minutes

from $129 / night

(1) Very Good 

15

Vacation home in Dennis

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Air conditioning
***Welcome to Cliff Cottage*** Only short walk to Flax Pond (about 500 steps) rated 2nd best fresh water pond by Cape Cod Online) and deeded beach rights. ***2 Night Minimum*** ***7 Night Sat-Sat in June July & August*** During the summer months I rent by the week, …see more

from $129 / night

$1750 / week

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Responds fast!
avg. 2 hours 16 minutes

from $129 / night

27

Vacation home in Dennis

Cape Cod / Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets
Smell the salt air, feel the sea breeze from this quintessential four bedroom beach house on Nantucket Sound. Step out your front door and be a few steps to your West Dennis beach. The large deck behind the house has plenty of space for you and your guests to enjoy outs …see more

from $500 / night

$3500 / week

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from $500 / night

12

Vacation home in Dennis

Cape Cod / Dennis

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This pretty rental sits on a quiet cul-de-sac and backs onto conservation land. It has 4 bedrooms – two on the 2nd floor and two on the 1st floor and 2 bathrooms - one on each level. The 2nd floor bedrooms are quite large and one has a pair of twin beds that have been p …see more

from $122 / night

$850 - $1700 / week

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from $122 / night

29

Vacation home rental

Cape Cod / Dennis

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Ask about pets
Located in Dennis village area on the bay side and just a short walk to a stunning private beach in Nobscussette Heights at the end of the street. This five bedroom, two full bath home makes for a great vacation home. The first level has three bedrooms all with queen be …see more

from $1000 / night

$7000 / week

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from $1000 / night

34

Dennis Vacation home rental

Cape Cod / Dennis

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Go on a Cape Cod retreat and stay at this inviting home near Flax Pond. You'll have the beach just a short drive away, plus a cozy fireplace and a patio with a gas grill for the ultimate retreat. Located in a quiet neighborhood near Flax Pond, this cottage-style home is …see more

from $108 / night

$756 / week

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from $108 / night

26

Vacation home rental

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets
Spend your vacation in the sought after Dennis Village area. Located on a quiet street just outside the village, spend your days at the beach and your nights taking advantage of all that the area has to offer. Catch a play at the nationally renowned Cape Playhouse. Afte …see more

from $358 / night

$2500 - $4500 / week

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from $358 / night

18

Vacation home in Dennis

Cape Cod / Dennis

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly
Gorgeous, spacious 4 bedroom, 2 bath house. Less than a half of mile to Sea Street Beach and 3/10 mile to Raycroft Beach. This house was recently purchased in 2016 and has been updated with new hardwood floors, paint, bathrooms, stainless steel appliances and new furnit …see more

from $175 / night

$1200 - $3000 / week

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from $175 / night

5

Vacation cottage rental

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Living room: Cable TV, DVD Eat-in-Kitchen Three Bedrooms: 1 Queen, 1 Double and 2 Twin Beds (Sleeps 6) 1 Full Bath Deck: Gas grill, table & chairs, outside shower. Great family area. 1.2 miles to West Dennis Beach (South Village Beach is even closer). Drive, bike or wal …see more

from $136 / night

$950 / week

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from $136 / night

(2) Very Good 

21

Vacation home with golf nearby in Dennis

Cape Cod / Dennis

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
East Dennis Home for Rent This property is a four BR two bath house located within walking distance to some of the nicest beaches on Cape Cod Bay. Situated on a one acre lot, this property has plenty of privacy, yet close to everything you need for a spectacular …see more

from $500 / night

$3200 / week

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from $500 / night

19

Vacation cottage in Dennis

Cape Cod / Dennis

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.5 mi
  • Child friendly
Enjoy this classic, cozy two bedroom cottage with its’ seaside, coastal décor. The cottage is in walking distance to Sea Street and Raycroft Rd beaches. Dennis Port is a very popular family-friendly beach community in the heart of the Cape which makes it a popular p …see more

from $89 / night

$495 - $995 / week

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from $89 / 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, 3 AC's This ranch-style home is located 1 mile from South Village Beach. The master bedroom offers a full size bed and AC. The 2nd bedroom has 2 twins, while the 3rd has a bunk bed with trundle (3 twins total). The kitchen is fully equi …see more

from $119 / night

$830 - $1030 / week

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from $119 / night

24

Vacation home in Dennis

Cape Cod / Dennis

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
This Cape Cod vacation rental is the choice spot for beach lovers. You get picture-perfect ocean views as well as an outdoor shower to rinse away that pesky sand. The warm waters of the Nantucket Sound are mere minutes away and you're also close to area restaurants and …see more

from $150 / night

$1050 / week

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from $150 / night

(1) Excellent 

23

Vacation home in Dennis

Cape Cod / Dennis

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Ask about pets
Enjoy amazing water views from the multiple decks at this perfect beach house on the bluff with your own private beach. Well appointed with 5 Bedrooms and 4 and 1 half baths, enviable kitchen and patio with a fire pit for your late night entertaining. This home can acco …see more

from $929 / night

$6501 - $12000 / week

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from $929 / night

15

Vacation home in Dennis

Cape Cod / Dennis

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This 4 Bedroom, 3.5 bath, 2590 sq. ft. luxury air conditioned beach house comfortably sleeps 10. Its exceptional location provides for true vacation enjoyment. This designer home sits directly across the street from Cape Cod Bay's most desirable beaches in Dennis, MA. …see more

from $658 / night

$3950 - $7951 / week

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Responds fast!
avg. 2 hours 59 minutes

from $658 / night

13

Home rental in Dennis

Cape Cod / Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
This classic ranch has so much to offer; located within walking distance to Dennis Village and near 6A, beaches, restaurants and activities. Walk to Dennis Village. Close to Mayflower, Bayview and Corporation Beaches. Sleeps 8 and a great rate! 4 bedrooms, sizeable livi …see more

from $142 / night

$990 - $1500 / week

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from $142 / night

12

Dennis Vacation home rental

Cape Cod / Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
This 4 bedroom, 2 bath Dennis Village home sleeps 8 and has it all; walk 3/10ths of a mile to popular Bayview & Mayflower Beaches on beautiful Cape Cod Bay, and plenty of room for your whole group. The main floor offers a large living room, 2 bedrooms with full bath off …see more

from $129 / night

$900 - $2000 / week

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from $129 / night

(4) Excellent 

18

Dennis Vacation home rental

Cape Cod / Dennis

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 0.4 mi
  • Child friendly
  • Private garden
Traditional Cape Cod home with expansive outdoor deck and patio. Enjoy wonderful lake and ocean views from most rooms of this well maintained vacation home. 90 foot of private lake frontage gives you access to warm water recreation including swimming, fishing and use of …see more

from $475 / night

$3200 - $4000 / week

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Responds fast!
avg. 3 hours 26 minutes

from $475 / night

24

Vacation home rental

Cape Cod / Dennis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Experience the best of Dennis when you book this fantastic 3-bedroom, 2-bathroom vacation rental townhome that comfortably sleeps six! The moment you arrive at the secluded getaway tucked away into a cul-de-sac surrounded by beautiful green plantings and towering trees, …see more

from $139 / night

$834 - $2094 / week

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Responds fast!
avg. 8 minutes

from $139 / night

(2) Excellent 

14

Home rental in Dennis

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
This contemporary three bedroom home boasts central air, granite countertops and stainless steel appliances! Conveniently located mid cape and a short drive to both north or south side beaches. Only 2.5 miles to Mayflower Beach! Other amenities include wifi, washer/drye …see more

from $122 / night

$850 - $1350 / week

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from $122 / night

29

Vacation home in Dennis

Cape Cod / Dennis

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
Boasting a riverfront location, private dock, and a gorgeous interior with plenty of space and natural light, this vacation rental is sure to please. Perched on a saltwater inlet of the Bass River, this house is an ideal place to stay if you're looking forward to enjoyi …see more

from $99 / night

$693 / week

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from $99 / night