Southeast Massachusetts Vacation Rentals

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Our top choices for Southeast Massachusetts vacation rentals

3 Mi to Main Street: Newly Renovated Wareham Apt!

3 Mi to Main Street: Newly Renovated Wareham Apt!
3.0 star property
Wareham
The price is CA $188
CA $360 total
includes taxes & fees
Jul 5 - Jul 6
3 Mi to Main Street: Newly Renovated Wareham Apt!

The Charming Gem Near The Water!

The Charming Gem Near The Water!
New Bedford
9.6 out of 10, Exceptional, (41 reviews)
"We really liked the area - quiet - spacious apartment Nice attention to details . Had a full kitchen with dishes etc. one suggestion is for host to provide a muffin pan."
United States
stephen
The price is CA $121
CA $315 total
includes taxes & fees
Jun 29 - Jun 30
The Charming Gem Near The Water!

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats

Park View ROOM @ Compound *E-Bike-Hot Tub -Boats
Cape Cod
The price is CA $142
CA $350 total
includes taxes & fees
Jun 29 - Jun 30
Park View ROOM @ Compound *E-Bike-Hot Tub -Boats

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (115 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is CA $180
CA $456 total
includes taxes & fees
Jun 25 - Jun 26
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

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, (139 reviews)
"Adorable place with beautiful views tucked away in a quiet neighborhood. The hosts made us feel welcome and very accommodating. We didn’t want to leave! "
United States
Robine T.
The price is CA $354
CA $542 total
includes taxes & fees
Jul 1 - Jul 2
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Sintra*romantic*near beach*private outdoor shower

Sintra*romantic*near beach*private outdoor shower
Plymouth
10.0 out of 10, Exceptional, (15 reviews)
"The owners are fantastic ! What a great property ! Beautiful place to stay, great location, easy access to beach . Couldn’t be happier!"
United States
Melissa M.
The price is CA $300
CA $628 total
includes taxes & fees
Jul 15 - Jul 16
Sintra*romantic*near beach*private outdoor shower

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield
Marshfield
10.0 out of 10, Exceptional, (16 reviews)
"Great location and cozy cottage, would book again!"
United States
Erik N.
The price is CA $403
CA $569 total
includes taxes & fees
Jun 29 - Jun 30
Cozy cottage steps to beach sleeps 5 with WiFi, AC in charming Marshfield

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383
Quincy
9.8 out of 10, Exceptional, (51 reviews)
"The host was welcoming and answered all of my messages to her really fast. The house itself was beautiful, very clean, and close to everything."
United States
Deletra S.
The price is CA $410
CA $759 total
includes taxes & fees
Jul 12 - Jul 13
Modern Boston Townhouse Near Transit • Private Deck • Pet-Friendly - 383

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

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Plymouth
9.8 out of 10, Exceptional, (19 reviews)
"The cottage was exactly as described—perfectly located with comfortable accommodations."
United States
Patrick R.
The price is CA $230
CA $535 total
includes taxes & fees
Jun 30 - Jul 1
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (51 reviews)
"We loved the house. Simple and comfortable, exactly what we needed to relax. thank you."
United States
Michael M.
The price is CA $270
CA $987 total
includes taxes & fees
Jun 29 - Jun 30
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Wareham Cottage w/ Deck, Walk to Swift's Beach

Wareham Cottage w/ Deck, Walk to Swift's Beach
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is CA $277
CA $769 total
includes taxes & fees
Jun 29 - Jun 30
Wareham Cottage w/ Deck, Walk to Swift's Beach

Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
9.8 out of 10, Exceptional, (26 reviews)
"Lovely and all brand new accommodation's that are clean and comfy! A quiet location too! "
United States
Nancy K.
Brand new! Lovely apartment-Vineyard Haven

Quaint condo near private beach access with fireplace - close to dining

Quaint condo near private beach access with fireplace - close to dining
Dennis Port
9.0 out of 10, Wonderful, (66 reviews)
"Great location and very nice apartment"
United States
Phil M.
The price is CA $318
CA $902 total
includes taxes & fees
Jul 6 - Jul 7
Quaint condo near private beach access with fireplace - close to dining

Eastham, Cape Cod - Town Cove Waterfront

Eastham, Cape Cod - Town Cove Waterfront
Eastham
9.0 out of 10, Wonderful, (100 reviews)
"Awesome location, private and peaceful."
United States
Kathy D.
Eastham, Cape Cod - Town Cove Waterfront

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (12 reviews)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
Charming cottage overlooking the bay in Padanaram Village.

Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R

Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R
North Quincy
9.0 out of 10, Wonderful, (17 reviews)
"We really enjoyed our stay. It was clean and welcoming. The host Jenny was quick with responding to any messages prior to our stay and during our stay. Great location. Plenty of space for 4 adults and 2 children "
United States
Emma O.
The price is CA $362
CA $680 total
includes taxes & fees
Jul 2 - Jul 3
Romantic 2BR Quincy Retreat • Pet-Friendly • Wollaston Beach & Red Line 74R

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (35 reviews)
"We were looking for a weekend away from home, and we're lucky to find this place available. We got great recommendations for places to eat nearby, and were able to enjoy the area. We'd stay here again!"
United States
Zachary S.
The price is CA $333
CA $732 total
includes taxes & fees
Jul 15 - Jul 16
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming 2-bedroom apartment with WiFi, AC in superb Canton
Canton
9.4 out of 10, Exceptional, (19 reviews)
"Beds were comfortable, location was convenient for our needs, thankful for the shoveling and clearing of snow in the morning! "
United States
Stephanie G.
The price is CA $228
CA $288 total
includes taxes & fees
Jul 6 - Jul 7
Charming 2-bedroom apartment with WiFi, AC in superb Canton

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (92 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is CA $425
CA $876 total
includes taxes & fees
Jul 13 - Jul 14
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"Very nice place. I’d stay there again!"
United States
Jamie C.
The price is CA $259
CA $601 total
includes taxes & fees
Jun 25 - Jun 26
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
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

Find out more about Southeast Massachusetts

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Southeast Massachusetts. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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