Dennis Port (Dennis, Massachusetts) Vacation Rentals

(22 rentals)
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4 BR | 2.5 BA | Sleeps 11 | Quick View

Distance to beach: 10 miles to Many many beaches

Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Large 4 bedroom colonial on a private salt water beach with walkout basement, outdoor shower and lower level play rooms for the youngsters. Morden kitchen with big center island. Formal dining room, huge living room, large family room, pantry & private office.Mordern baths with an outdoor shower. ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Escape to your dream vacation at this charming 3-bedroom home nestled along a private road adorned with vibrant hydrangeas and fragrant roses, mere steps from a shared private beach.The home boasts modern amenities including central AC, ensuring your comfort throughout your stay. With three cozy bedrooms ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly

About this property

Location, location, location! 60 steps to a sandy ocean beach (Haigis) right across the street. No need to pack the car for the beach, you just have to walk a minute, and you are there! The property consists of 2 separate 3-bedroom homes located on one lot directly across from Haigis Beach. It's ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

A condo brand new in 2013 with spectacular ocean view and private ocean beach on Nantucket Sound! You wake up to the sound of the ocean wave and gorgeous view every morning! Just steps away from the private ocean beach! Master bedroom and kitchen facing ocean directly! Large sliding glass doors opening ...

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Property Type

Dennis Condo

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Key Amenities

  • Kid friendly

About this property

Owner says "Make an Offer!" Adorable and quaint freestanding cottage with all that you need for your Cape Cod getaway. Less than half a mile to Haigis beach, 5 minutes to South Village and West Dennis beaches, near shopping, dining, and area attractions in popular Dennis Port.Open floor ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly

About this property

Adorable cottage just half a mile to popular southside ocean beaches. Grab your towel and suntan lotion and head to Glendon Beach. West Dennis Beach is only a five minute ride away. Enjoy this light and bright home with skylit living room and decorated with all the cute Cape Cod touches. There are 2 ceiling ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Owner special $1800.62 (plus taxes and fees) if you book before 6/1/25. Summer fun in Dennis Port! Get ready to enjoy Haigis beach which is just under a mile away or just 2 miles to West Dennis beach. Plenty of shopping, attractions, and dining in this popular area as well. New rental 2023! Great summer ...

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Property Type

Dennis House

"Amazing stay for our family of 5!"

Beautiful, spotless house that was exactly what we were hoping for on our vacation. We have a family of 5 with 3 little kids and had the best week staying here. There is a washer and dryer, grill and air ...

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About this property

NEW! This cozy cottage is the perfect place for a small family or group of friends to enjoy a peaceful quiet vacation. Its proximity to Raycroft Beach, just 0.2 miles away, makes it an ideal location for beachgoers. The cottage sleeps four people comfortably, with two bedrooms offering one queen and two ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Newly renovated summer retreat (half of a duplex) Very well equipped home with beautiful coastal decor and furniture. Outdoor living with private back yard and fire pit. Enjoy ice cream, mini golf, dining, shopping, farmstand, and morning muffins all near by-so convenient. Near Sea St. beach and Pelham ...

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Property Type

Dennis House

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Key Amenities

  • Kid friendly

About this property

Vacation time! Under half a mile to Haigis Beach on Nantucket Sound. Beautiful sunsets! This cute cottage with AC is located in popular Dennis Port, there is so much to do in the area. Dining, shopping, ice cream, mini golf, kayak, bike, golf, and relax! This is the perfect getaway opportunity. One ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly

About this property

This pretty 3 bedroom 2 bath home is located in popular Lower County Rd. area near One Stop, Dog House, Joeys Pizza, What's the Scoop, Banderas, Southside Cantina, Beach Shack, Chapins, Cleat and Anchor, Sailing Cow, Starfish Shoppe, and more. It's just .6 directly down the street to Glendon ...

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Property Type

Dennis House

"Nice for families"

Great for our family of 5. Clean and updated. Each room had an air conditioner (a necessity) and washer/dryer in the basement (another necessity). Good size living room with sofa & TV to gather - we watched ...

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Key Amenities

  • Kid friendly

About this property

Neat as a pin-clean as a whistle. This affordable 2 bedroom/1 bath home with 4 Season Porch and finished playroom downstairs is the perfect summer getaway. Beds: 1 Queen, Bunk Bed w/1 full/1twin. Fold up Twin. This home has all you need: Central Air, cable, WiFi, enclosed outdoor shower, right near Swan ...

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Property Type

Dennis House

"Perfect week"

Clean comfortable roomy. Great outdoors close to pond. Everything worked well for cooking and eating on.

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Key Amenities

  • Kid friendly

About this property

Charming Cape Cottage less than 1 mile to Sea St Beach and .4 mile to local eateries, mini golf, and ice cream. Woolfies Bakery, Banderas Market, Cleat & Anchor, Chapins, and South Side Cantina are so close!This cottage offers a cozy living room, bright eat in kitchen, 3 bedrooms, 1 full bath, ...

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Property Type

Dennis House

"Cottage getaway"

The cottage was lovely and we had a long needed rest and celebrated our 40th wedding anniversary. Dennis is the perfect spot to stay in and take day trips or just sit watching the waves and beautiful sunsets.

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Key Amenities

  • Kid friendly

About this property

Just .6 to Sea St. or Glendon beach, .8 to Haigis, or a short drive to West Dennis beach. Convenient to restaurants, ice cream, mini golf, muffins, farm stand, and more. House is on a dead end tucked away side street that offers peace and privacy with extra lot.This attractive home with appealing ...

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Property Type

Dennis House

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About this property

Only .7 mile to Sea Street Beach. Also near Glendon beach and a short ride to West Dennis beach. Right around the corner from mini golf, ice cream, shopping, and dining. 3 bedroom 2 Full baths. New floors, updated baths and kitchen. There is a lower level family room with extra sleeping for guests. Washer/dryer/internet, ...

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Property Type

Dennis House

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3 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 2 miles to Sea Street

Key Amenities

  • Rentals by owner

About this property

2023 Renovation, first time offering! Cutie Putie 800 sq ft Dennis port cottage located within a quiet cottage complex tucked off the beaten path. Cottage is good as brand new, gutted to the studs and remodeled with summer shades of white, blue, green and seagrass and rattan textures extending a true ...

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Property Type

Dennis Cottage

"5-Star Cottage"

From the moment we stepped into the cottage we felt right at home. The attention to detail, decor and being comfortable fill every corner of this cottage. We have visited the Cape for 17 years. This home ...

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

By the Sea Guests is a family-owned inn located in the heart of Dennis Port off of Chase Avenue and a close drive to the center of Dennis, Harwich Port, Chatham, Hyannis, and more where many of the shops and restaurants are.Beachfront, By the Sea Guests has the largest private beach on the strip ...

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Property Type

Dennis Apartment

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11 BR | 1 BA | Sleeps 14 | Quick View

Distance to beach: 500 feet to Inman Rd Beach

$119

avg/night

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Key Amenities

  • Beachfront
  • Kid friendly
  • Oceanfront
  • Rentals by owner

About this property

Formerly known as The Loydon Inn and the Innisfree, An English Garden Bed and Breakfast was built in 1922 and lovingly renovated in 1999. It’s one of the oldest bed and breakfasts in Dennis Port. The grey shingled cottage is surrounded by blooming English roses, hydrangea bushes and delphiniums ...

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Property Type

Dennis Apartment

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Key Amenities

  • Rentals by owner

About this property

Relax and renew by the beach. Enjoy our simple, two bedroom condo across the street from the beach. No need to drive to across town only to find all the spaces are filled. Enjoy morning coffee while strolling along the beach before others are up. Read a book on the patio or if you time it right, listen ...

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Property Type

Dennis Condo

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3 BR | 1.5 BA | Sleeps 9 | Quick View

Distance to beach: 300 yards to Inman Beach, Sea View Beach. Belmont Beach

Key Amenities

  • Kid friendly
  • Rentals by owner

About this property

Join the summer fun. Located in the resort residential section, this spacious summer home is in a prime location, offering historical charm, privacy, tranquility, convenience and modern amenities. The layout provides space for your whole family to spread out and be comfortable. Take advantage of the proximity ...

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Property Type

Dennis Cottage

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Key Amenities

  • Kid friendly
  • Pool

About this property

Swimming Pool & 300 Yards to the beach - This roomy & Clean 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 the water ...

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Property Type

Dennis House

"Great vacation"

Great location, walk to the beach and swimming pool. The kids liked the park across the street. We arrived to a nice clean house, very comfortable and everything we needed was there. We plan on coming ...

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3 BR | 1 BA | Sleeps 7 | Quick View

Distance to beach: 500 feet to Sea Street

Key Amenities

  • Kid friendly
  • Pet friendly
  • Rentals by owner

About this property

Recently remodeled inside and out home in a nice family neighborhood. Convenient one-level living with easy access to everything you'll need.Located a block away from Sea Street Beach, The Pelham House, and a stone's throw away from The Ocean House. For a treat, take a short walk through ...

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Property Type

Dennis House

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Dennis Port (Dennis, Massachusetts) Vacation Rentals