35 Best Dennis Apartments on Holiday Lettings - Vacation rentals

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34 Vacation rentals

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 $226 / night

$1775 - $3800 / week

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from $226 / night

(3) 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 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) 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

$825 - $925 / week

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Responds fast!
avg. 3 hours 26 minutes

from $129 / 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

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

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 - $1801 / week

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from $142 / 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 $279 / night

$2000 - $3950 / week

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Responds fast!
avg. 1 hour 34 minutes

from $279 / 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

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

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

$901 - $2300 / week

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from $129 / 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 - $4500 / week

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from $400 / 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

$1750 / week

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from $250 / 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

(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 5 minutes

from $210 / night

20

Dennis Vacation home rental

Cape Cod / Dennis

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
  • Ask about pets
This historic Northside farmhouse is perfectly located between Dennis Village and Corporation Beach. Featuring 4 bedrooms and 2 full baths, you and your guests will be perfectly situated to take advantage of all that Cape Cod has to offer. Spend the day sunning on Corpo …see more

from $358 / night

$2500 / week

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from $358 / night

10

Vacation home in Dennis

Cape Cod / Dennis

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Private garden
Creative and tastefully updated classic Cape cottage. Sleeps 5-7, 3 BR plus loft, 1 ba, totally renovated, spacious EIK with open floor plan, directly across from great pond - Flax pond (swimming, kayaking, etc) with private access and huge lovely back yard for entertai …see more

from $200 / night

$1200 / week

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from $200 / night

15

Vacation home rental

Cape Cod / Dennis

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$1600 - $1801 / week

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Responds fast!
avg. 49 minutes

from $229 / 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

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 - $7950 / week

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Responds fast!
avg. 2 hours 36 minutes

from $658 / night

(3) Very Good 

16

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 well-maintained four bedroom spacious home is located less than 3 miles from Bayside beaches. Spend an afternoon at Princess Beach on beautiful Scargo Lake, only 1.5 miles away. This active solar home is situated on a nicely landscaped setting. The interior is feng …see more

from $93 / night

$650 - $1595 / week

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from $93 / 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 - $3901 / week

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from $272 / 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 $451 / night

$3000 - $4000 / week

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Responds fast!
avg. 3 hours 26 minutes

from $451 / night

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

$6500 - $12000 / week

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from $929 / night

14

Dennis Vacation home rental

Cape Cod / Dennis

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
An amazing vacation awaits in this lovely home, north of 6A, on Pilgrim Road, in sought after neighborhood, where you can walk to Pilgrim Road beach (2/10th mile from house) or a private association bay beach just 3/10th mile down the road. These beaches are located ab …see more

from $500 / night

$3000 / week

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from $500 / night

6

Vacation studio in Dennis

Cape Cod / Dennis

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
EACH YEAR WE HAVE ENJOYED COMING TO WEEK 27. IT IS AN AWESOME, FRIENDLY EXPERIENCE WITH EACH SUNNY DAY ALLOWING YOU TO WALK TO INMAN BEACH OR LAY BY THE POOL. ALLOW YOURSELF TO ATTEND THE MANY RESTAURANTS JUST WALKING DISTANCE AWAY AND FEAST ON THE NIGHTLY ENTERTAINMEN …see more

from $172 / night

$1200 / week

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Responds fast!
avg. 7 minutes

from $172 / night

10

Vacation home in Dennis

Cape Cod / Dennis

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Four bedroom home with water views of Sesuit Harbor available for last two weeks of August. Close to Sea St. and Cold Storage beaches. Modern oversized kitchen, outdoor dining, large flat screen TV in basement, outdoor shower and kayaks available for use to launch from …see more

from $458 / night

$3200 / week

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from $458 / 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

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 6! With a spacious, private deck and easy access to the beach, this centrally-located home promises a revitalizing retreat! The moment you …see more

from $139 / night

$834 - $2094 / week

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from $139 / night

24

Vacation home in Dennis

Cape Cod / Dennis

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Raised Split Ranch in South Dennis. Two master bedrooms with two brand new queen-size beds. There are a children or guest bedroom with two twin-size beds and another extra bedroom with wood fireplace in it and two brand new futons full-size. Two full bathrooms (one wi …see more

from $250 / night

$1500 - $1850 / week

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from $250 / night

8

Dennis Vacation home rental

Cape Cod / Dennis

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden
***Please note: Capacity for this cottage is 6 persons!*** *** Minimum Rental Time is ONE WEEK.*** Our cottage is located in Dennisport which is in the Mid-Cape area. It is abutted by Harwich, West Dennis, and Yarmouth. There are many beautiful beaches as well as nu …see more

from $154 / night

$1075 / week

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from $154 / 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 - $7500 / week

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from $1000 / night

16

Dennis Vacation home rental

Cape Cod / Dennis

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Swimming Pool & 300 Yards to the beach - This roomy Cape style home is a free standing property within a small complex of seven other townhouse properties with use of a beautiful 20 x 40 swimming pool. Walk 300 yards to the ocean beach at the end of the street. (you can …see more

from $383 / night

$2675 / week

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Responds fast!
avg. 3 hours 58 minutes

from $383 / night

15

Vacation home in Dennis

Cape Cod / Dennis

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
Close to Mayflower Beach 2017 Season! Great 3 bedroom ,2 1/2 bath seaside vacation rental property in the popular MAYFLOWER & CHAPIN BEACH area of Dennis!. This is a totally remodeled and newly furnished house (2015). Three bedrooms (two queen bedrooms, and a bunk room) …see more

from $229 / night

$1600 - $4100 / week

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from $229 / night

1