Southeast Massachusetts Holiday Homes from €156: Search Top House Rentals

Southeast Massachusetts Holiday Homes
United States of America
Holiday Homes
Expedia.ie

Southeast Massachusetts Travel Guide Hotels in Southeast Massachusetts Holiday Rentals in Southeast Massachusetts Flights to Southeast Massachusetts Things to do in Southeast Massachusetts Southeast Massachusetts Car Hire Southeast Massachusetts Holiday Packages

A lake surrounded by autumn-colored trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Southeast Massachusetts holiday homes

A bedroom with a bed, a TV mounted on the wall, a desk with storage, and a closet.

A beach with a clear sky and a visible moon.

A modern living room with a sectional sofa, a wooden coffee table, a desk with a computer, and a large flat-screen TV mounted on the wall.

A modern loft-style living room with a large gray sectional sofa, a wooden coffee table, and a TV mounted on the wall.

1. The Cape Cod Loft | Near Beaches & Canal

The Cape Cod Loft | Near Beaches & Canal

Bourne

10.0 out of 10, Exceptional, (26 reviews)

10/10

Exceptional

(26 reviews)

"The scape Cod loft was perfect for my golfing trip. Close to restaurants and amazing courses. I highly recommend! Thank you Nick for a wonderful stay."

Dave F.

The Cape Cod Loft | Near Beaches & Canal

A sandy beach with a forest in the background and a clear sky.

A spacious living area with a dark leather sofa, a ceiling fan, and a flat-screen TV mounted on the wall.

A playground with slides and climbing structures, surrounded by trees and a gravel area.

A backyard with a wooden fence, a stone fire pit, and three Adirondack chairs.

2. Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!

Wareham

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Very clean, comfortable and updated house. We had a great stay!"

Edna R.

The price is €295

€295

includes taxes & fees

23 Oct - 24 Oct

Make this charming, modern retreat your home away from home!!

A beach with waves crashing onto the shore under a clear sky.

A kitchen with white cabinets, stainless steel appliances, a dishwasher, a stove, and a microwave.

A bed with a tropical beach theme, including surfboards, a lifebuoy, and a van with palm trees.

A compact living space with a wooden floor, a black sofa with teal cushions, a small table, a hammock, a TV, and an air conditioning unit.

3. Oahusleeps 5near beachoutdoor showerfirepit*gas grill

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Plymouth

9.8 out of 10, Exceptional, (20 reviews)

9.8/10

Exceptional

(20 reviews)

"Johanna and Costas were the most gracious hosts. The bungalow was exactly what we needed! Excellent stay!"

Anonymous traveller

The price is €296

€296

includes taxes & fees

4 Oct - 5 Oct

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

A covered outdoor deck with wicker furniture, a small table, and chairs.

A modern living room with large windows, a sofa, a table with a tray, and a television.

A historic sailing ship docked at a pier with a wooden walkway and a sign indicating a no swimming zone.

A coastal landscape with a grassy area, a metal fence, and a body of water.

4. Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth

10.0 out of 10, Exceptional, (161 reviews)

10/10

Exceptional

(161 reviews)

"Beautiful view extremely clean easy check in/out. LOTS of amenities. Everything you could need or want is there!!"

Roseanne

The price is €326

€326

includes taxes & fees

4 Oct - 5 Oct

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

A wooden deck overlooking a calm lake with trees and houses in the background.

A two-story house with a balcony, surrounded by trees, under a night sky with a visible moon.

A living room with a sofa, a coffee table, a fireplace, and a bookshelf.

A living room with a wooden ceiling, a large TV, a sofa, a coffee table with a tray, and a sliding glass door leading to an outdoor deck.

5. Stunning 4-bedroom Private Fresh Water Beach Front

Stunning 4-bedroom Private Fresh Water Beach Front

East Falmouth

10.0 out of 10, Exceptional, (42 reviews)

10/10

Exceptional

(42 reviews)

"Great trip and time on the lake. Highly recommend this property for families looking for ease and convenience."

Kathryn C.

The price is €627

€627

includes taxes & fees

24 Sept - 25 Sept

Stunning 4-bedroom Private Fresh Water Beach Front

A boat docked at a concrete pier with a sandy shore in the background.

A living room with a TV, couch, and wooden panel wall.

A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

A calm lake with kayaks lined up on the grass near the water's edge.

6. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Seconsett Island

10.0 out of 10, Exceptional, (44 reviews)

10/10

Exceptional

(44 reviews)

"Great stay!"

Kian S.

The price is €405

€405

includes taxes & fees

1 Oct - 2 Oct

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

A two-story house with a dark roof, a front porch with outdoor seating, and a fire pit.

A two-story house with a gabled roof and a front door.

A spacious kitchen with a central island, wooden chairs, and a large dining table.

A spacious kitchen with a large island, wooden chairs, and a dining area with a view of the outdoors.

7. Spring Escape in Hatchville – Sleeps 6 + Dogs!

Spring Escape in Hatchville – Sleeps 6 + Dogs!

Falmouth

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"Enjoyed our stay. Everything was clean and well kept. "

Lynn S.

The price is €708

€708

includes taxes & fees

24 Sept - 25 Sept

Spring Escape in Hatchville – Sleeps 6 + Dogs!

A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

A modern kitchen with white cabinets, stainless steel appliances, and a large island with seating.

A single-story house with a front porch, a well-maintained lawn, and a driveway.

A living room with a large patterned rug, leather sofas, a dining table with chairs, and a flat-screen TV mounted on the wall.

8. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth

10.0 out of 10, Exceptional, (223 reviews)

10/10

Exceptional

(223 reviews)

"Great location "

Stephanie B.

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

A room with a bay window, wooden beams, and three potted plants on the sill.

A hotel room with a bed, bedside table, lamp, and a view into another room with a shower.

A living room with two sofas, a coffee table, a TV on a wooden stand, a window with curtains, and a door.

A single-story house with a front porch, surrounded by trees and a pathway leading to the entrance.

9. Welcome home. Comfortable four bedroom , two bath house

Welcome home. Comfortable four bedroom , two bath house

Plymouth

9.6 out of 10, Exceptional, (26 reviews)

9.6/10

Exceptional

(26 reviews)

"Awesome place to stay, Hope to stay there again soon"

Kris

The price is €439

€439

includes taxes & fees

7 Oct - 8 Oct

Welcome home. Comfortable four bedroom , two bath house

A wide sandy beach with footprints leading to the water, a clear sky, and distant buildings.

A restaurant interior with wooden tables and chairs, a brick wall, and a brick oven.

A sunroom with a blue sofa, a red chair, and a red patterned rug.

An aerial view of a coastal town with a marina, boats, and residential areas.

10. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

Barnstable

8.8 out of 10, Excellent, (10 reviews)

8.8/10

Excellent

(10 reviews)

"Nice location, quiet neighborhood, comfortable, and clean with a feeling of newness. Nice time of year to enjoy the porch and there was plenty of room for our group of seven. Three couches in the basement! Easy to get to town or beaches, etc. Host was helpful and communicative."

Jen M.

The price is €455

€455

includes taxes & fees

27 Sept - 28 Sept

Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

A wooden deck with a table and chairs, surrounded by a wooden fence and large windows.

A modern kitchen with white cabinetry, a pink countertop, and a built-in oven.

A bright room with a large sliding glass door, white wicker furniture, and a tiled floor.

A spacious living room with a beige sofa, a wooden coffee table, and a ceiling fan. There are large windows providing natural light and a view of the outdoors.

11. Classic Cape Escape in Charming Cotuit

Classic Cape Escape in Charming Cotuit

Contuit

9.0 out of 10, Wonderful, (6 reviews)

9.0/10

Wonderful

(6 reviews)

"Loved the location and walking path across the way. Very comfortable and spacious home. Would definitely revisit again. "

Michelle

The price is €850

€850

includes taxes & fees

2 Oct - 3 Oct

Classic Cape Escape in Charming Cotuit

A backyard with a pool, lounge chairs, a fire pit, and string lights along the fence.

A living room with a sofa, ottoman, and a coffee table, a dining area with chairs and a table, and a television.

A modern kitchen with white cabinets, a large island, and a stainless steel refrigerator.

A residential house with a front yard, a driveway, and a street.

12. Pool Escape in East Falmouth

Pool Escape in East Falmouth

East Falmouth

8.0 out of 10, Very good, (2 reviews)

8.0/10

Very good

(2 reviews)

"Great location! Close to everything and wonderful neighborhood. The fenced in back yard with the pool is amazing. Hosts are great to work with. Very responsive to any questions or needs."

Gloria C.

The price is €1,117

€1,117

includes taxes & fees

4 Oct - 5 Oct

Pool Escape in East Falmouth

A beach with a sandy shore and calm water.

A room with a green door, a window with a screen, and shelves with folded towels and decorative items.

A porch with a wooden chair, a small table, and a door leading to a room.

A bedroom with a bed, a nightstand, a shelf with books, a window, and a door.

13. Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

Oak Bluffs

8.8 out of 10, Excellent, (9 reviews)

8.8/10

Excellent

(9 reviews)

"Loved our little cottage"

Linda T.

Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

A beach with lounge chairs and a lake view.

A spacious kitchen with a large island, bar stools, and a view of the outdoors.

A two-story house with a balcony, surrounded by trees.

A living room with a blue sofa, a coffee table, a ceiling fan, and a view of the outdoors.

14. Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

East Falmouth

10.0 out of 10, Exceptional, (131 reviews)

10/10

Exceptional

(131 reviews)

"We really enjoyed staying here. The host was extremely responsive. It's a lovely location and very serene. The house has everything you need."

Lindsay G.

The price is €1,020

€1,020

includes taxes & fees

28 Sept - 29 Sept

Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

A spacious living area with a wooden floor, a sofa, a dining table with chairs, a small round table, and a black refrigerator.

A compact living space with a dining area, a kitchen, and a black refrigerator.

A bedroom with two beds, a nightstand, a lamp, and a small cabinet.

A compact kitchen with dark cabinets, a microwave, a toaster, and a sink.

15. Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton

Brockton

8.4 out of 10, Very good, (17 reviews)

8.4/10

Very good

(17 reviews)

"Pet friendly"

John

The price is €156

€156

includes taxes & fees

4 Oct - 5 Oct

Charming garden level 1 bedroom 1 bath apartment in Brockton

A wooden-paneled room with a sofa, chairs, a table, a fireplace, and a clock.

A kitchen with wooden cabinets, a microwave, a toaster, and a sink.

A rustic wooden shed, a picnic table, and a striped umbrella in a wooded backyard.

A wooden-paneled room with a sofa, a small table, and a framed picture on the wall.

16. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

Dennis Port

9.2 out of 10, Wonderful, (27 reviews)

9.2/10

Wonderful

(27 reviews)

"Loved this property. "

Carol S.

The price is €381

€381

includes taxes & fees

1 Oct - 2 Oct

Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

A modern bedroom with a wooden wall, a bed with grey bedding, a bedside table, a TV mounted on the wall, and a ceiling light.

A wooden deck with a metal fence, a wooden staircase, and a concrete ground.

A compact kitchen with a built-in refrigerator, a microwave, and a coffee machine on the countertop.

A door with a numeric keypad lock and a lever handle.

17. Private Suite w/ Bath & Free Parking

Private Suite w/ Bath & Free Parking

Brockton

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"It was a very nice little place with a convienient patio deck."

Robin

The price is €176

€176

includes taxes & fees

28 Sept - 29 Sept

Private Suite w/ Bath & Free Parking

A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

A spacious kitchen with granite countertops, white cabinetry, and a stainless steel refrigerator.

A spacious kitchen with a large island, wooden flooring, and modern appliances.

A single-story house with a dark exterior, a blue door, and a small front porch.

18. Beach Lovers Escape

Beach Lovers Escape

Yarmouth

10.0 out of 10, Exceptional, (52 reviews)

10/10

Exceptional

(52 reviews)

"Just as advertised, lots of room for guests and great backyard area. Would definitely stay again."

alex f.

The price is €604

€604

includes taxes & fees

1 Oct - 2 Oct

Beach Lovers Escape

A kitchen with wooden cabinets, a dining table with chairs, and a kitchen island with baskets.

A room with a white armchair, a dresser with multiple drawers, a mirror, a lamp, and a small shelf with decorative items.

A spacious living room with a large wooden dining table, a kitchen area with wooden cabinets and a stainless steel refrigerator, and a cozy seating area with a gray sofa and a window with curtains.

A living room with a grey sofa, armchairs, a coffee table, a flat-screen TV, and a staircase.

19. Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"

Dennis

10.0 out of 10, Exceptional, (31 reviews)

10/10

Exceptional

(31 reviews)

"Beautiful home very easy check in and out host was great will definitely be staying their again in the future"

Rachael M.

The price is €191

€191

includes taxes & fees

5 Oct - 6 Oct

Cape Cod's "Beach Rose"

A beach with clear water and a sandy shore.

A covered porch with a pergola, outdoor seating, and a view of a lake.

A house with a paved driveway leading to a wooden door, surrounded by trees and shrubs.

A living room with a sofa, chairs, a coffee table, and a large window with a view of the outdoors.

20. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

Little Neck Bay

9.8 out of 10, Exceptional, (53 reviews)

9.8/10

Exceptional

(53 reviews)

"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."

Eric S.

The price is €1,001

€1,001

includes taxes & fees

2 Oct - 3 Oct

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Find holiday rentals that suit your style

Aparthotels

search for apart-hotels

Apartments

search for apartments

Condos

search for condos

Villas

search for villas

Houseboats

search for houseboats

Cottages

search for cottages

Chalets

search for chalets

Private holiday homes

search for private holiday homes

Cabins

search for cabins

Save an average of 15% on thousands of hotels when you're signed in

Top Southeast Massachusetts Hotel Reviews

Margaritaville Resort Cape Cod

10/10 Excellent

"Will definitely stay again."

Danielle 1-night trip

Posted 4 hours ago

Margaritaville Resort Cape Cod

Inn on the Square

10/10 Excellent

"Fantastic hotel. I had a wonderful time. Thank you!"

David 6-night trip

Posted 5 hours ago

Inn on the Square

Pilgrim Sands on Long Beach

10/10 Excellent

"Clear that a lot of work has been put into the property for improvements."

Justin 2-night trip

Posted 7 hours ago

Pilgrim Sands on Long Beach

Chatham Bars Inn

8/10 Good

"This was by far, the most expensive accommodation I have ever booked. The room was nice, but nothing special…a very run of the mill room. The view of the ocean was what we paid for. In the end I would say not a great value."

Christine 2-night trip

Posted 8 hours ago

Chatham Bars Inn

Hotel 1620 Plymouth Harbor

8/10 Good

"Great location downtown walking to everything. Not the most updated, not a luxury feel, but clean proerty and was a good stay. Staff were nice and responsive to needs."

Caitlin 1-night trip

Posted 10 hours ago

Hotel 1620 Plymouth Harbor

Hyannis Harbor Hotel

10/10 Excellent

"Great location!"

John 4-night trip

Posted 12 hours ago

Hyannis Harbor Hotel

The Provincetown Inn

10/10 Excellent

"I was able to switch my room after one night,due to a noisy outside fan on the roof."

Holly 2-night trip

Posted 15 hours ago

The Provincetown Inn

Nantucket Inn

10/10 Excellent

"Easy location. Good breakfast food. Pools were great!"

Frank 2-night trip

Posted 16 hours ago

Nantucket Inn

Best Western Adams Inn Quincy-Boston

8/10 Good

"The location is great, near boston, and charming spot along the river. Has a fresh lobby, gym, eating area. The rooms are cute and functional but small and definitely less updated than the rest of the building."

Joanna 1-night trip

Posted 17 hours ago

Best Western Adams Inn Quincy-Boston

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews	859
Accommodation	787 Holiday Homes
Lowest Price	€156
Highest Price	€1,117

Explore a world of travel with Expedia

Accommodation
Flights
Packages
Cars
Other

Oakwood Hotels in Eastern Massachusetts

Flights to Southeast Massachusetts

Visit Southeast Massachusetts

Budget Rental Cars in Eastern Massachusetts
Dollar Rent A Car Rental Cars in Eastern Massachusetts
Enterprise Rental Cars in Southeast Massachusetts
National Car Rental Rental Cars in Eastern Massachusetts

Things to do in Eastern Massachusetts

Holiday Homes in Southeast Massachusetts

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southeast Massachusetts holiday homes

1. The Cape Cod Loft | Near Beaches & Canal

2. Make this charming, modern retreat your home away from home!!

3. Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

4. Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

5. Stunning 4-bedroom Private Fresh Water Beach Front

6. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

7. Spring Escape in Hatchville – Sleeps 6 + Dogs!

8. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

9. Welcome home. Comfortable four bedroom , two bath house

10. Cozy Spacious Home Walk to the Beach & 1 Mile to Downtown Hyannis

11. Classic Cape Escape in Charming Cotuit

12. Pool Escape in East Falmouth

13. Vineyard Cottage Charm, Walk to Beach, On Bike Path, Near Town

14. Beach front! fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub

15. Charming garden level 1 bedroom 1 bath apartment in Brockton

16. Adorable Cape Escape W/ Private Beach Access, Full Kitchen, & Perfect Location

17. Private Suite w/ Bath & Free Parking

18. Beach Lovers Escape

19. Cape Cod's "Beach Rose"

20. New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

Find holiday rentals that suit your style

Top Southeast Massachusetts Hotel Reviews

Margaritaville Resort Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Explore a world of travel with Expedia

3. Oahusleeps 5near beachoutdoor showerfirepit*gas grill