Holiday Homes in Southeast Massachusetts

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Southeast Massachusetts

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Enjoy a meal under the stars at our seaside dining area, where umbrellas provide shade and ocean views.

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (157)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is NZ$622
includes taxes & fees
3 Aug - 4 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Hyannis Hideaway in Cape Cod
Enjoy cooking in this well-equipped kitchen with a central island, stove, and modern faucet.

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (1)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is NZ$1,169
includes taxes & fees
1 Aug - 2 Aug
Hyannis Hideaway in Cape Cod
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Dining

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

10.0 out of 10, Exceptional, (94)
"Loved our stay. Property is very clean and in a quiet neighborhood close to town and beaches. Host Bonnie was great. Would definitely rent again."
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Totally Renovated Central AC Dog Friendly Near Golf
Cozy living room with a traditional fireplace, dining area, and large window offering a view of the outdoors.

Totally Renovated Central AC Dog Friendly Near Golf

9.4 out of 10, Exceptional, (6)
"Was a great house!! Clean, comfortable, and inviting. Close to Falmouth to get the ferry, close to Hyannis for dinner. Several great restaurants nearby! "
Totally Renovated Central AC Dog Friendly Near Golf
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Stroll out to the front porch and enjoy the serene surroundings.

Spacious home in central location with beautiful patio, pool table, W/D, & AC

10.0 out of 10, Exceptional, (1)
"We loved our stay. This is the first time I have rented a house without a prior review. So glad we did! The house seemed brand new or very recently remodeled. The pool table and media area downstairs made the rainy day we had on the island a great one. We had a party of seven and plenty of space to spread out and relax. It was easy to walk to town but we also rented bikes to get around. I would highly recommend this home to anyone looking for a relaxing stay on Martha's Vineyard."
Spacious home in central location with beautiful patio, pool table, W/D, & AC
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
Enjoy cooking in this well-equipped kitchen with a dishwasher, microwave, oven, and refrigerator.

Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!

9.2 out of 10, Wonderful, (5)
Ocean Edge Condo with Guest Passes to Pool, Golf, and Sports available!
Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views
Property grounds

Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views

2.0 star property
Charming Waterfront Cape Cottage with Private Beach and Beautiful Water Views
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Relax in this serene bedroom with a large bed, bedside table, and window offering a view of the outdoors.

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

8.2 out of 10, Very good, (23)
"The property was perfect for our family. It’s in a great location. We rented bikes and enjoyed being able to walk and bike to the beach and market. Thanks for letting us stay!"
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi
Classic American home with a white picket fence and a well-maintained lawn.

Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi

10.0 out of 10, Exceptional, (2)
"We had a phenomenal stay at this property. It was a group of friends coming together to watch a play at the Cape Playhouse. The house was pristine, beautifully decorated and everyone slept great on the beds and linens. Highly recommend!"
Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Relax on the deck with a view of the surrounding landscape and trees, featuring a glass-top table and comfortable seating for four.

Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C

6.2 out of 10, (17)
"This property has not been well cared for or cleaned. Arrived to a very musty/moldy smell, trash outside, the walls were streaked with dead bug guts and then the stove didn't work!! It was a step above camping. You get what you pay for!"
Dog-Friendly Downtown Home w/Free WiFi, Deck, Water Views, & Partial A/C
Oceanfront Home with Deck + Cape Cod Bay views!
Enjoy the serene coastal views from the spacious balcony and deck of this two-story house.

Oceanfront Home with Deck + Cape Cod Bay views!

9.6 out of 10, Exceptional, (33)
"Enjoyed the location and the house very much"
Oceanfront Home with Deck + Cape Cod Bay views!
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Enjoy dining or socializing on the patio surrounded by lush greenery.

Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard

8.6 out of 10, Excellent, (38)
"Close to the beach , clean and a wonderful Vineyard stay"
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Waterfront Home w/ Guest Cottage
Smart TV

Waterfront Home w/ Guest Cottage

10.0 out of 10, Exceptional, (1)
"I lined the view from the home and the safety in the area! Overall, great place for a big family !"
Waterfront Home w/ Guest Cottage
Conveniently located and renovated cottage with lovely views & chef's kitchen
Relax on the covered deck with two wicker chairs and a small table, surrounded by a well-maintained lawn and trees.

Conveniently located and renovated cottage with lovely views & chef's kitchen

9.6 out of 10, Exceptional, (17)
"Clean and quiet "
Conveniently located and renovated cottage with lovely views & chef's kitchen
Pond Front Home with Private Dock!
Relax on the beach with access to the ocean, surrounded by beach umbrellas and chairs.

Pond Front Home with Private Dock!

9.8 out of 10, Exceptional, (49)
"Great home. Excellent layout especially for teens to have a little privacy in lower level room. "
Pond Front Home with Private Dock!
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Property grounds

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Nice nostalgic home Needs minor work (Toilet seats)(Middle room mirror )AC "
Victorian cottage overlooking downtown Oak Bluffs and the Harbor.
Walk to Beach | Parking for 2 Cars | Close to Town
Enjoy the serene beach scene with waves gently lapping onto the shore.

Walk to Beach | Parking for 2 Cars | Close to Town

10.0 out of 10, Exceptional, (7)
"We had a good time here. The cottage was small, but comfortable. Would stay here again."
Walk to Beach | Parking for 2 Cars | Close to Town
Private house close to beach with grill, AC, yard, and deck
Shower and storage area with a metal rack and showerhead.

Private house close to beach with grill, AC, yard, and deck

2.0 star property
9.4 out of 10, Exceptional, (8)
"This house was great for a quick getaway! The location was great. Unfortunately we came at a time of year where most everything is closed until summer, so there wasn't much to do."
Private house close to beach with grill, AC, yard, and deck
NEW LISTING! Spacious Brewster Beach Retreat – Walk to Multiple Beaches!
Classic two-story house with a gabled roof and chimney, set amidst a lush green environment and well-manicured lawn.

NEW LISTING! Spacious Brewster Beach Retreat – Walk to Multiple Beaches!

10.0 out of 10, Exceptional, (2)
"Awesome location and property! Mary was incredibly communicative and made our stay seamless. Highly recommend your next stay on the Cape to be here!"
NEW LISTING! Spacious Brewster Beach Retreat – Walk to Multiple Beaches!
Oldest Town of Cape Cod In The Historic District
Compact kitchen with oven, microwave, and sink.

Oldest Town of Cape Cod In The Historic District

9.8 out of 10, Exceptional, (8)
"The property has a great location and was very well kept up. We were out a lot at a conference but really enjoyed the property and the owner. "
The price is NZ$900
includes taxes & fees
21 Aug - 22 Aug
Oldest Town of Cape Cod In The Historic District
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.
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Top Southeast Massachusetts Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"Perfect location. The staff were so friendly and accommodating. I loved that they had a safe space to hold onto your bags before checking in and after check out. Clean and updated. Would stay here again"
Jessica 1-night trip
Posted 1 day ago
Summercamp