South Dennis Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for South Dennis hotels

A hotel room with a large bed, a small table with chairs, a green armchair, a dresser, and a balcony with a view of trees.

A hotel room with two beds, a sofa, a desk, and a window with curtains.

A sign for Blue Rock Golf Course surrounded by a variety of colorful flowers.

1. Blue Rock Resort

South Yarmouth

Camille

2.453.821 ₫

2.836.786 ₫ total

includes taxes & fees

26 Oct - 27 Oct

Two people seated on red chairs at a stone fire pit with a house in the background.

Two people riding bicycles on a sidewalk with a house in the background.

A two-story white house with black shutters, a front door with a number 1421, and a well-maintained lawn.

A double room with two beds, a small table with a lamp, a refrigerator, and a window with curtains.

2. Sesuit Harbor House

Dennis

Gregor

8.355.878 ₫

9.563.303 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A two-story building with a sign for 'Ambassador Inn & Suites'.

A reception area with a wooden counter, a red mat, and a painting of a bridge.

An indoor swimming pool with clear water, surrounded by wooden walls and a lifebuoy on the wall.

A hotel room with a large bed, a headboard with built-in lighting, a bedside table with a phone and a remote control, and a wall-mounted painting of a beach scene.

3. Ambassador Inn & Suites

Bass River

Kevin

3.439.919 ₫

4.156.848 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel room with a kitchenette, a bed with a grey headboard, a grey sofa, and a view of the outdoors through a sliding door.

A modern living room with a sofa, two armchairs, a coffee table, and a side table. There is a large mirror on the wall, a window with curtains, and a door leading outside.

A covered balcony with a white railing, grey siding, and a glass door leading to the interior.

A backyard with a swimming pool, a stone pathway, and a white fence.

4. Love Farms Lodge

West Dennis

Todd

6.730.348 ₫

8.319.393 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A hotel with a white facade, a covered outdoor seating area with white chairs and tables, and a view of the sunset.

A sign for the Escape Inn Hotel with the address 1237.

A spacious dining area with white chairs and a marble table, a staircase, and a TV in the background.

A nighttime pool area with lounge chairs and a lifebuoy.

5. The Escape Inn

Bass River

Marcegui

2.321.991 ₫

2.657.732 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A historic building with a sign reading "Isaiah Hall Inn" and the year "1857" on the front.

A two-story house with a number '1857' on the side, a front porch with white railings, and a garden with green plants and white Adirondack chairs.

A wooden interior with a large arched door, a window with a curtain, and a chair with a cushion.

A dining room with a long wooden table and matching chairs, a chandelier, and a staircase leading to another level.

6. Isaiah Hall Bed & Breakfast Inn

Dennis

Matthew

8.140.806 ₫

9.317.192 ₫ total

includes taxes & fees

23 Oct - 24 Oct

An indoor swimming pool with a clear view of the outside, a wooden wall with greenery, and a seating area with chairs.

A two-story building with a black awning reading "AllSeasons Resort on Cape Cod."

A modern living area with a brick fireplace, orange armchairs, a glass coffee table, and a view of the outdoors through large windows.

A spacious lobby with a brick fireplace, seating area, and a large window providing natural light.

7. All Seasons Resort, Trademark Collection by Wyndham

Bass River

Dilma

2.444.337 ₫

3.108.059 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A table set with plates, glasses, a mug, and a blue hydrangea.

A garden with a white pergola, various plants, and a large tree.

A two-story building with a sign reading "The Orchard House."

A bedroom with a fireplace, two armchairs, a bed, and a view of the outdoors.

8. Brewster by the Sea Inn

West Brewster

louis

7.863.264 ₫

8.999.557 ₫ total

includes taxes & fees

5 Nov - 6 Nov

A large, multi-story beachfront hotel with a prominent balcony and multiple windows.

A waterfront property with outdoor seating, a long pathway, and a view of the sea.

A grassy area with a building in the background, a flag, and several parked cars.

A beachfront property with a large building, a sandy beach, and a rocky shoreline.

9. Lighthouse Inn

West Dennis

Megan

8.572.460 ₫

9.811.181 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A two-story house with a porch, surrounded by well-maintained gardens and trees.

A porch with white chairs and a planter with flowers.

A dining area with a checkered floor, white tables, and chairs. There are bookshelves with books and decorative items.

A living room with a fireplace, a sofa, a glass coffee table, a lamp, and a cabinet.

10. The Captain Farris House B&B

Bass River

Ruth Ann

6.440.634 ₫

7.468.032 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A motel with a swimming pool, parking lot, and a small gazebo.

A bedroom with a large bed, a TV mounted on the wall, and a skylight.

A residential area with a blue and white lighthouse-like structure, a picnic table, and outdoor seating.

A swimming pool with a wooden deck and a covered seating area with string lights.

11. Jonathan Edwards Motel

Dennis Port

Katerin

2.770.249 ₫

3.170.549 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A room with nautical-themed decor, including a map, anchor-patterned rug, and a view of the sea through the window.

A blue outdoor seating area with picnic tables and umbrellas, surrounded by a wooden fence and trees.

A hotel room with a bed, a desk, a chair, a television, a microwave, and a dresser.

A Beach Breeze Inn sign with a lighthouse graphic, a vacancy sign, and a building with a brick flower bed in front.

12. A Beach Breeze Inn

West Harwich

William

3.336.714 ₫

3.818.856 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a symmetrical facade, a central entrance, and a flag.

A table set outdoors with a glass of iced tea, a glass of lemonade, and a bowl of fruit salad.

A living room with two armchairs, a sofa, a fireplace, and a window with curtains.

A neatly made bed with white bedding, two bedside tables with lamps, and a book on the bed.

13. Candleberry Inn on Cape Cod

Brewster

Dvir

7.838.691 ₫

8.971.104 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A two-story house with a front porch, a mailbox, and a well-maintained garden.

A swimming pool with lounge chairs and a covered seating area.

A covered porch with white Adirondack chairs, a trash can, and a door marked with the number 9.

A hotel room with a bed, a bench, a desk, a microwave, and a television.

14. Pelham on Earle

West Harwich

Colleen

4.888.674 ₫

6.042.556 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a porch, a star decoration, and outdoor seating.

A house with a blue door and a number '187' on the front.

A spacious living room with large windows, a patterned rug, and two sofas.

A dining table with a plate of food, a mug, and a bowl of berries.

15. Sea Meadow Inn

Brewster

Joanne

6.689.102 ₫

7.770.522 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A pathway flanked by vibrant flowers and greenery, leading to a house with large windows.

A deck with outdoor furniture, a large umbrella, and a view of a garden with flowers and a tree.

A traditional house with a garden pathway leading to the entrance, surrounded by lush greenery and a white picket fence.

A bedroom with a large bed, a chair, a nightstand, and a window with curtains.

16. The Villa Callo Inn

West Harwich

Shawn

10.863.720 ₫

13.913.709 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A two-story residential building with a well-maintained lawn, a wooden fence, and a patio area with outdoor furniture.

A cozy living room with a fireplace, striped sofa, wooden flooring, and exposed beams.

A beach with clear water, a sandy shore, and houses in the background.

A modern bathroom with a glass shower enclosure, a white sink, and a towel rack.

17. Kingfisher Harwich Port

Harwich Port

Marc

6.253.881 ₫

7.157.639 ₫ total

includes taxes & fees

23 Oct - 24 Oct

A window with a view of a house and trees, a vase with white roses, a stack of books, and a white mug on a small table.

A two-story white building with green shutters, a sign indicating it is a Village Inn, and a well-maintained lawn.

A bedroom with a large bed, a chair, a small table with a lamp, and a window with a view of trees.

A white building with a sign reading "The Village Inn" indicating it is a fine lodging and breakfast establishment.

18. The Village Inn Cape Cod

Yarmouth Port

Patti

6.337.170 ₫

7.253.085 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A two-story house with a well-lit front porch, a staircase leading to the entrance, and a garden with various plants and flowers.

A cozy living room with a fireplace, a Christmas tree, and festive decorations.

A large, two-story house with a covered patio area, outdoor seating, and a stone waterfall feature.

A large swimming pool with a fountain, surrounded by lounge chairs and umbrellas, set against a stone building with multiple windows and a balcony.

19. Winstead Inn

Harwich

Karen

5.819.850 ₫

6.661.012 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A two-story house with a white picket fence, a blue door, and a porch with white railings.

A living room with a sofa, two armchairs, a glass coffee table, and a rug.

A residential building with a white picket fence, a mailbox, and a variety of flowering plants.

A two-story house with a white picket fence, a porch with outdoor furniture, and a mailbox.

20. An English Garden Bed & Breakfast

Dennis Port

Donna M.

4.979.463 ₫

6.439.086 ₫ total

includes taxes & fees

6 Nov - 7 Nov

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Stay near popular South Dennis attractions

Cape Cod Rail Trail

9.2/10 (10 reviews)

Enjoy a trip to Cape Cod Rail Trail and popular activities such as golfing in South Dennis. Wander through the beautiful beaches and waterfront in this family-friendly area.

See properties

Learn more about South Dennis

Kayak through the peaceful Bass River where local families have picnicked along the shores for generations. Explore the historic South Dennis Village with its charming antique shops and the 1736 Josiah Dennis Manse Museum.

See all hotels in South Dennis

A sandy beach with a wooden fence and sparse vegetation.

Top South Dennis Hotel Reviews

Sandwich Lodge & Resort

10/10 Excellent

"Unfortunately we weren't here long - would have loved to take better advantage of the amenities. We had a room with a balcony facing the indoor pool / hot tub. We never got to use it, but it looked wonderful, well kept, with lots of fun things to do. Our room had a whirlpool tub in it - loved having that option! It was very relaxing. Unfortunately, the TV in that area didn't turn on, and the jets looked like they could use a good soak. The bed was comfortable and everything was very clean. We would definitely stay here again."

Riviera Beach Resort

10/10 Excellent

"Wonderful hotel, clean and right on the beach. Will stay they again!"

Hyannis Harbor Hotel

10/10 Excellent

"Great location, staff was extremely helpful"

Bayside Resort Hotel

8/10 Good

"Tub in the room was awesome. We lost power the morning we were going to check out. About 4 hours with electricity. I called the front desk 2 times. With no response. I know the front staff are not electricians but they could have acknowledged us. Over all. Good stay"

Blue Water Resort

10/10 Excellent

"Great location!"

Cape Sands Inn

10/10 Excellent

"Very clean rooms with wonderful attentive staff."

Hyannis Travel Inn

10/10 Excellent

"Great stay. Fantastic location for harbour and Hy-line and eating establishments. Accommodation was excellent and super value for money. The staff bent over backwards to help and support. I wish we’d stayed here longer and bypassed Rhode Island!"

Chatham Bars Inn

10/10 Excellent

"Amazing property and staff."

Hyannis Plaza Hotel

10/10 Excellent

"Relaxing"

More cheap stays in South Dennis

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

1.748.024 ₫

2.000.476 ₫ total

23 Oct - 24 Oct

includes taxes & fees

8.2/10 Very good! (1,146 reviews)

Hyannis Travel Inn

18 North St Hyannis MA

2.560.734 ₫

2.930.618 ₫ total

25 Oct - 26 Oct

includes taxes & fees

9.6/10 Exceptional! (1,018 reviews)

Blue Dolphin Inn

5950 State Highway rt 6 n. Eastham MA

2.561.491 ₫

2.931.626 ₫ total

23 Oct - 24 Oct

includes taxes & fees

8/10 Very good! (1,000 reviews)

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

2.767.662 ₫

3.167.590 ₫ total

22 Nov - 23 Nov

includes taxes & fees

Sandwich Lodge & Resort

54 Route 6A Sandwich MA

2.819.394 ₫

3.226.797 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (1,007 reviews)

Hyannis Plaza Hotel

662 Main Street Hyannis MA

2.715.154 ₫

3.366.154 ₫ total

26 Oct - 27 Oct

includes taxes & fees

7.2/10 Good! (1,001 reviews)

Hotels in South Dennis with star rating

Frequently asked questions

What's the seasonal weather like in South Dennis?

The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for South Dennis is 1223 mm.

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Book Hotels in South Dennis on Expedia.com

Find hotels in South Dennis, MA from 2.000.476 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in South Dennis

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for South Dennis hotels

1. Blue Rock Resort

2. Sesuit Harbor House

3. Ambassador Inn & Suites

4. Love Farms Lodge

5. The Escape Inn

6. Isaiah Hall Bed & Breakfast Inn

7. All Seasons Resort, Trademark Collection by Wyndham

8. Brewster by the Sea Inn

9. Lighthouse Inn

10. The Captain Farris House B&B

11. Jonathan Edwards Motel

12. A Beach Breeze Inn

13. Candleberry Inn on Cape Cod

14. Pelham on Earle

15. Sea Meadow Inn

16. The Villa Callo Inn

17. Kingfisher Harwich Port

18. The Village Inn Cape Cod

19. Winstead Inn

20. An English Garden Bed & Breakfast

Stay near popular South Dennis attractions

Cape Cod Rail Trail

Learn more about South Dennis

Top South Dennis Hotel Reviews

Sandwich Lodge & Resort

Riviera Beach Resort

Hyannis Harbor Hotel

Bayside Resort Hotel

Blue Water Resort

Cape Sands Inn

Hyannis Travel Inn

Chatham Bars Inn

Hyannis Plaza Hotel

More cheap stays in South Dennis

Cape Sands Inn

Hyannis Travel Inn

Blue Dolphin Inn

Holiday Inn Express Hyannis Cape Cod by IHG

Sandwich Lodge & Resort

Hyannis Plaza Hotel

Hotels in South Dennis with star rating

Frequently asked questions

Explore a world of travel with Expedia

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