Holiday Homes in Southeast Massachusetts

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Southeast Massachusetts and around

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
Fridge, microwave, oven, stovetop

Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach

8.2 out of 10, Very good, (37)
"Perfect for one or two people, was great for myself and my dog to stay."
Charming updated bungalow with firepit, fast WiFi, & walkable locale near beach
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Outdoor dining

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (159)
"Beautiful cottage , great location. Would love to stay again "
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Hyannis Hideaway in Cape Cod
Paper towels

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (2)
"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. "
Hyannis Hideaway in Cape Cod
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Exterior

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.0 out of 10, (22)
"There were times when the shower in the master bathroom only emitted cold water. The water spigot in the tubs would not turn completely off in bathroom in the hallway. I had trouble with the lockbox. Maybe add more specific directions. It would have been helpful to know that MV transit bus was available at the intersection of the street and County Road."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Cape Cod Getaway – 3BR Sandwich Home, Walk to Beach, AC & WiFi
Exterior

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

9.8 out of 10, Exceptional, (6)
"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
Ocean Breeze Motel - Standard Double
Beach

Ocean Breeze Motel - Standard Double

9.8 out of 10, Exceptional, (48)
"Clean, comfortable hotel with good sized room and great shower. Good coffee and breakfast included with many options. Joanna, the owner was very helpful with suggestions in the area- biking, beach, sunsets, sea food restaurants. Had a great stay! "
The price is €179
includes taxes & fees
8 Sept - 9 Sept
Ocean Breeze Motel - Standard Double
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

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

10.0 out of 10, Exceptional, (161)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is €328
includes taxes & fees
14 Aug - 15 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Beautifully Renovated Main Street Cottage- Great Location
Dining

Beautifully Renovated Main Street Cottage- Great Location

10.0 out of 10, Exceptional, (117)
"We were thrilled to arrive at our property with everything as pictured but actually more charming in person. It is easily walkable to town and restaurants. Communication with the owner was easy and I can recommend it to anyone who wants to stay on Nantucket. "
Beautifully Renovated Main Street Cottage- Great Location
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
2 bedrooms, free WiFi, bed sheets

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!
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Sun-loungers

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

10.0 out of 10, Exceptional, (2)
"Location is very convenient to lake scargo and corporation beach! House was extremely clean. Well appointed. Had games and beach toys and chairs. Great house for family. "
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Charming coastal home near pond with sunroom, open layout, yard & AC
Fridge, microwave, oven, stovetop

Charming coastal home near pond with sunroom, open layout, yard & AC

9.0 out of 10, Wonderful, (2)
"Great location and house. Enjoyed it very much! "
Charming coastal home near pond with sunroom, open layout, yard & AC
Totally Renovated Central AC Dog Friendly Near Golf
Dining

Totally Renovated Central AC Dog Friendly Near Golf

9.6 out of 10, Exceptional, (7)
"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
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby
Beach

Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby

9.6 out of 10, Exceptional, (29)
"Property was beautiful. Beds were very comfortable. "
Waterfront escape with gas grill, furnished deck, fast WiFi, beach access nearby
3 Min Walk to Beach! Large Fenced Yard!
Beach nearby

3 Min Walk to Beach! Large Fenced Yard!

9.8 out of 10, Exceptional, (9)
"Charming cottage in a quiet neighborhood. Perfect long weekend getaway for our family of 6."
3 Min Walk to Beach! Large Fenced Yard!
Stunning In-Town Home With Stone Hot Tub - Plunge Pool
Smart TV, fireplace, table football, stereo

Stunning In-Town Home With Stone Hot Tub - Plunge Pool

10.0 out of 10, Exceptional, (26)
"The host was so responsive and the property was a dream! "
Stunning In-Town Home With Stone Hot Tub - Plunge Pool
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (111)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
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
Cute & cozy cottage with a patio & gas grill in the heart of Martha's Vineyard
Outdoor dining

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
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Exterior detail

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

9.8 out of 10, Exceptional, (78)
"This property was even better than expected! Our family of 5 adults all slept comfortably and the kitchen is very well stocked with anything you might need. "
The price is €523
includes taxes & fees
20 Aug - 21 Aug
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Conveniently located and renovated cottage with lovely views & chef's kitchen
Terrace/patio

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
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

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

10/10 Excellent
"It was a lovely stay."
Ray 1-night trip
Posted 1 day ago
Hotel 1620 Plymouth Harbor