86+ Vacation Rentals Near Massachusetts |
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Sonoma Villas - Vacation Rentals in Massachusetts

The Kemble- Built by a US Secretary of State in Lenox in Lenox From US $3,189
         

10.0 (20 Reviews)
Villa
The Kemble- Built by a US Secretary of State in Lenox
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious Countryside Villa in Leicester From US $522
         

|
9.0 (3 Reviews)
Villa
Spacious Countryside Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Cozy Valley View Post & Beam Villa! in Whately From US $637
         

10.0 (10 Reviews)
Villa
Cozy Valley View Post & Beam Villa!
  • Air Conditioner
  • Parking
  • TV

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Cape Cod Villa pond front vacation home, retreat, spa, venue, film location in Harwich - Brewster Border From US $1,582
         

10.0 (8 Reviews)
Villa
Cape Cod Villa pond front vacation home, retreat, spa, venue, film location
  • Air Conditioner
  • Parking
  • TV

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Heated Indoor Pool and Spa - Golf Course View in Mashpee From US $1,446
         

10.0 (5 Reviews)
Villa
Heated Indoor Pool and Spa - Golf Course View
  • Air Conditioner
  • Parking
  • Pool

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Equipped Villa with Access to Amazing Amenities! in South Lee From US $258
         

10.0 (3 Reviews)
Villa
Equipped Villa with Access to Amazing Amenities!
  • Air Conditioner
  • Parking
  • Pool

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Secluded 20 acre 10BR ultra contemporary retreat in Manchester-by-the-Sea From US $1,803
         

10.0 (2 Reviews)
Villa
Secluded 20 acre 10BR ultra contemporary retreat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl. in Barnstable From US $2,129
         

10.0 (1 Review)
Villa
Walk to beaches & ferries! 9bd/4baths - Sleep 20ppl.
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

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Luxury Places to Stay in Massachusetts

Over 10000+ Luxury Places to Stay in or Near Massachusetts
10.0 (14 Reviews)
Condo
One Block From Surf Drive Beach. Walk to town and ferry. 2 parking spots
  • Air Conditioner
  • Parking
  • TV

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New
Hotel
New Crow’s Nest Ocean View l Downtown l Queen Suite
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

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New
Hotel
New Boutique Queen Escape l Downtown l Backyard
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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New
Hotel
New Boutique King Suite Escape l Downtown l Backyard
  • Air Conditioner
  • Bedding/Linens
  • Wellness Facilities

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New
Hotel
New Spacious Ocean King Suite l Jacuzzi Tub+Patio
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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New
Hotel
New Boutique Ocean Escape l Downtown l King Bed l ADA
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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New
Hotel
New Spacious 3BR l Captain's Suite l Downtown+ Patio
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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10.0 (5 Reviews)
Cabin
Charming Cabin On Scenic Road
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety

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Top-Rated Vacation Rentals with a Pool in Massachusetts

Over 4344+ Top-Rated Vacation Rentals with a Pool in or Near Massachusetts
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant! in Nantucket From US $634
         

10.0 (305 Reviews)
Cottage
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Steps to Keyes Memorial Beach. Minutes to Downtown Hyannis. Pool. Private patio. in Barnstable From US $406
         

10.0 (252 Reviews)
Cottage
Steps to Keyes Memorial Beach. Minutes to Downtown Hyannis. Pool. Private patio.
  • Air Conditioner
  • Parking
  • Pool

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The Village Inn Cape Cod in Yarmouth Port From US $349
         

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10.0 (230 Reviews)
Bed & Breakfast
The Village Inn Cape Cod
  • Air Conditioner
  • Parking
  • Pool

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4 Bedroom LUX House/with Pool Next Door in Gloucester From US $142
         

10.0 (212 Reviews)
House
4 Bedroom LUX House/with Pool Next Door
  • Air Conditioner
  • Parking
  • Pool

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LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches in Nantucket From US $548
         

10.0 (192 Reviews)
House
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym! in West Barnstable From US $1,741
         

10.0 (143 Reviews)
House
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
  • Air Conditioner
  • Parking
  • Pool

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Devonfield Inn B&B in Lee From US $490
         

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10.0 (139 Reviews)
Bed & Breakfast
Devonfield Inn B&B
  • Air Conditioner
  • Parking
  • Pool

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Howarth House B&B in Fitchburg From US $235
         

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10.0 (117 Reviews)
Bed & Breakfast
Howarth House B&B
  • Air Conditioner
  • Parking
  • Pool

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Pet-Friendly Vacation Rentals in Massachusetts

Over 10260+ Pet-Friendly Vacation Rentals in or Near Massachusetts
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor! in Barnstable From US $640
         

10.0 (162 Reviews)
House
New, dog-friendly 5-bed home. Steps to Keyes Beach, Main Street, and Harbor!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Harmony Medical Suites on Canal in Boston From US $210
         

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10.0 (1 Review)
Apartment
Harmony Medical Suites on Canal
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown. in Chatham From US $485
         

9.8 (39 Reviews)
Cottage
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
  • Air Conditioner
  • Parking
  • Pet Friendly

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#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central ACHeat in Harwich From US $417
         

10.0 (137 Reviews)
House
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central ACHeat
  • Air Conditioner
  • Parking
  • Pet Friendly

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Ocean Views From Every Room, Beach 30 Seconds Away! in West Hyannisport From US $1,340
         

10.0 (120 Reviews)
House
Ocean Views From Every Room, Beach 30 Seconds Away!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Relaxing Lakefront Dog Friendly 4 Bedroom Home Close to Town, Beaches & Shopping in Falmouth From US $566
         

10.0 (60 Reviews)
House
Relaxing Lakefront Dog Friendly 4 Bedroom Home Close to Town, Beaches & Shopping
  • Air Conditioner
  • Parking
  • Pet Friendly

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Oceanfront Escape house on SeaView Beach, Dog-Friendly! in South Yarmouth From US $488
         

9.8 (131 Reviews)
House
Oceanfront Escape house on SeaView Beach, Dog-Friendly!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Plum Island Guest Cottage With Water View in Newbury From US $300
         

9.8 (71 Reviews)
Cottage
Plum Island Guest Cottage With Water View
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Massachusetts

Over 5627+ Large Vacation Homes & Villas in or Near Massachusetts
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach in Falmouth From US $515
         

10.0 (221 Reviews)
House
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
  • Air Conditioner
  • Parking
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The Upton in Boston From US $129
         

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6.5 (13 Reviews)
Apartment
The Upton
  • Air Conditioner
  • Breakfast
  • Internet

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New 2 min from Circuit ave in Oak Bluffs From US $719
         

10.0 (4 Reviews)
House
New 2 min from Circuit ave
  • Air Conditioner
  • Parking
  • TV

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4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi in East Otis From US $365
         

10.0 (169 Reviews)
House
4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
  • Parking
  • TV
  • View

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BEAUTIFUL and PRIVATE OSTERVILLE HOME, LARGE GAME ROOM, AC,PARKING in Barnstable From US $1,195
         

10.0 (90 Reviews)
House
BEAUTIFUL and PRIVATE OSTERVILLE HOME, LARGE GAME ROOM, AC,PARKING
  • Air Conditioner
  • Parking
  • TV

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Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026! in Oak Bluffs From US $1,573
         

10.0 (76 Reviews)
House
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
  • Air Conditioner
  • Parking
  • TV

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Modern And Spacious Berkshires Retreat 5 bdrm 3 bath in Lee From US $715
         

10.0 (63 Reviews)
House
Modern And Spacious Berkshires Retreat 5 bdrm 3 bath
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  • Parking
  • TV

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Close to Beaches, Bay Sunsets, Whale Watches, Cape Playhouse, Kid Fun, Fine Food in Yarmouth Port From US $370
         

9.8 (158 Reviews)
House
Close to Beaches, Bay Sunsets, Whale Watches, Cape Playhouse, Kid Fun, Fine Food
  • Air Conditioner
  • Parking
  • TV

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Wheelchair Accessible Vacation Homes in Massachusetts

Over 3679+ Wheelchair Accessible Vacation Homes in or Near Massachusetts
Luxury Condo 3BR 3BA - Waterpark Passes Included! Limited availability. in Barnstable From US $544
         

9.8 (18 Reviews)
Condo
Luxury Condo 3BR 3BA - Waterpark Passes Included! Limited availability.
  • Air Conditioner
  • Parking
  • Pool

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Bird Hill Farm in Ware From US $89
         

10.0 (2 Reviews)
Bed & Breakfast
Bird Hill Farm
  • Air Conditioner
  • Parking
  • Pet Friendly

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Trainmasters Inn in Palmer From US $168
         

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9.6 (443 Reviews)
Bed & Breakfast
Trainmasters Inn
  • Air Conditioner
  • Parking
  • TV

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Spacious Sunlit 3BR Center of Downtown Boston Family Favorite in Boston From US $702
         

10.0 (66 Reviews)
Apartment
Spacious Sunlit 3BR Center of Downtown Boston Family Favorite
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Bright & Spacious Loft Steps to the Freedom Trail in Boston From US $329
         

10.0 (58 Reviews)
Condo
Bright & Spacious Loft Steps to the Freedom Trail
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1 in Hancock From US $335
         

10.0 (45 Reviews)
Condo
SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1
  • Air Conditioner
  • Parking
  • Pool

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King Bed Loft in the Heart of Downtown Boston in Boston From US $329
         

10.0 (44 Reviews)
Apartment
King Bed Loft in the Heart of Downtown Boston
  • Air Conditioner
  • TV
  • Wheelchair Accessible

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Oceanfront Luxury Home: 6BR - 4 King, 4.5 BA, Elevator, 3 Decks & Hot Tub in Newbury From US $2,877
         

10.0 (37 Reviews)
House
Oceanfront Luxury Home: 6BR - 4 King, 4.5 BA, Elevator, 3 Decks & Hot Tub
  • Air Conditioner
  • Parking
  • TV

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Massachusetts Vacation Rentals and Airbnb Places to Stay Under $200

Over 4218+ Massachusetts Vacation Rentals and Airbnb Places to Stay Under $200
2 Bedroom Pet-Friendly Apt Steps to the Beach in Salisbury From US $175
         

9.6 (63 Reviews)
Apartment
2 Bedroom Pet-Friendly Apt Steps to the Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Bluebird Suites near MIT in Cambridge From US $143
         

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8.0 (1 Review)
Apartment
Bluebird Suites near MIT
  • Air Conditioner
  • Parking
  • Pet Friendly

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A Village Bed and Breakfast in Newton From US $151
         

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10.0 (72 Reviews)
Bed & Breakfast
A Village Bed and Breakfast
  • Air Conditioner
  • Parking
  • TV

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Has pool-1/2 mile to beach-Pilgrim Acres Village- Private Condo community in Yarmouth From US $183
         

9.0 (12 Reviews)
Cottage
Has pool-1/2 mile to beach-Pilgrim Acres Village- Private Condo community
  • Air Conditioner
  • Parking
  • Pool

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Cozy Cottage Old Fashioned Charm in Rockport From US $189
         

9.4 (102 Reviews)
Cottage
Cozy Cottage Old Fashioned Charm
  • Air Conditioner
  • Parking
  • TV

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A cozy rest in tiny home of a nest (downtown Northampton) in Northampton From US $140
         

New
Condo
A cozy rest in tiny home of a nest (downtown Northampton)
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  • Parking
  • TV

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10 Mins From Downtown | Walk to Beach & Lighthouse in Newburyport From US $123
         

9.8 (51 Reviews)
Apartment
10 Mins From Downtown | Walk to Beach & Lighthouse
  • Air Conditioner
  • Parking
  • TV

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In town, newly remodeled studio with private balcony in Shelburne Falls From US $179
         

10.0 (127 Reviews)
House
In town, newly remodeled studio with private balcony
  • Air Conditioner
  • Parking
  • TV

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Instantly Bookable Vacation Homes in Massachusetts

Over 16168+ Instantly Bookable Vacation Homes in or Near Massachusetts
Adorable cottage on Cape Cod's historic Rt 6A in Barnstable From US $206
         

10.0 (151 Reviews)
Cottage
Adorable cottage on Cape Cod's historic Rt 6A
  • Air Conditioner
  • Parking
  • TV

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Popponesset! 3 bedrooms and Private beach. in Mashpee From US $645
         

9.4 (10 Reviews)
House
Popponesset! 3 bedrooms and Private beach.
  • Air Conditioner
  • Parking
  • TV

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WaterViews Overlooking Gloucester Inner Harbor/Sunroom/Deck/Walk to Town/AC in Gloucester From US $601
         

10.0 (150 Reviews)
House
WaterViews Overlooking Gloucester Inner Harbor/Sunroom/Deck/Walk to Town/AC
  • Air Conditioner
  • Parking
  • TV

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Best Patio on Commercial-Tropical Garden-Prime Location in Provincetown From US $399
         

10.0 (150 Reviews)
Condo
Best Patio on Commercial-Tropical Garden-Prime Location
  • Air Conditioner
  • Parking
  • TV

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PRIVATE BEACH, 2 min walk. WIFI, AC, sunny/clean. New Kitchen & screened porch. in North Truro From US $915
         

10.0 (142 Reviews)
House
PRIVATE BEACH, 2 min walk. WIFI, AC, sunny/clean. New Kitchen & screened porch.
  • Air Conditioner
  • Parking
  • TV

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Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6! in Provincetown From US $393
         

10.0 (139 Reviews)
Condo
Front Row! West End. Now 2 new bathrooms! Boatslip/Mussel Beach Gym/Sleeps 6!
  • Air Conditioner
  • Parking
  • TV

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BEAUTIFUL COTTAGE on ORANGE ST, WALK TO MAIN STREET! in Nantucket From US $798
         

10.0 (138 Reviews)
Cottage
BEAUTIFUL COTTAGE on ORANGE ST, WALK TO MAIN STREET!
  • Air Conditioner
  • Parking
  • TV

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Charming cottage, close to lower Main Street. in nantucket From US $1,123
         

10.0 (137 Reviews)
Cottage
Charming cottage, close to lower Main Street.
  • Air Conditioner
  • Parking
  • TV

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About Massachusetts Vacation Rentals

With more than 86 Massachusetts vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sonomavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Massachusetts.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sonomavillas Massachusetts, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Massachusetts. Places to stay near Massachusetts are 2097.98 ft² on average, with prices averaging US $1,094 a night.

Sonomavillas makes it easy and safe to find and compare vacation rentals in Massachusetts with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Massachusetts

Type Count
Villas 77
Vacation Homes 6
Holiday Apartments 2
Hotels 1

Use these Quick Filters to Find a Vacation Rental in Massachusetts

★ Pro Tip: Sonomavillas makes it easy to compare the best listings on Sonomavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sonomavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Massachusetts.

Weather in Massachusetts

View the weather forecast for Massachusetts before booking your Massachusetts Vacation Rentals to confirm your best time to go.

December - February
High 45°F       Low 20°F
March - May
High 63°F       Low 22°F
June - August
High 80°F       Low 57°F
September - November
High 74°F       Low 30°F

Top Attractions Around Massachusetts, US

Sonomavillas offers a large selection of top attractions around Massachusetts. Research things to do on your vacation before you visit Massachusetts.


Fenway Park Boston University Harvard University TD Garden Boston Common Faneuil Hall Marketplace Boston Convention and Exhibition Center Gillette Stadium New England Aquarium Northeastern University Boston Museum of Fine Arts Copley Square Harvard Square Massachusetts General Hospital Museum of Science Hynes Convention Center University of Massachusetts-Amherst Massachusetts Institute of Technology Copley Place Boston Children's Museum Xfinity Center Salem Witch Museum Boston College Black Falcon Cruise Terminal Boston Opera House Jiminy Peak Mountain Resort Boston Harbor Quincy Market Prudential Tower Old Sturbridge Village

Other Places to Stay Near Massachusetts, US


Barnstable County 7,530 Properties Cape Cod 7,472 Properties Boston 4,722 Properties Suffolk County 2,423 Properties Middlesex County 1,401 Properties North Shore 1,314 Properties Essex County 1,302 Properties Dukes County 916 Properties Martha's Vineyard 915 Properties Yarmouth 853 Properties Berkshire County 851 Properties The Berkshires 851 Properties

Complexes around Massachusetts, US


Boston Day Rentals 73 Properties Proto Ames St Cambridge 31 Properties Bay 16 Properties Beacon Hill 32 Properties Braintree Inn 9 Properties Wyndham Bentley Brook 32 Properties North 13 Properties No Dennis Port 29 Properties Stay Heated 23 Properties Jiminy Peak 24 Properties Ski 22 Properties Sandbars Inn North Truro 21 Properties Brant Point 17 Properties Rfplusworburn Woburn 16 Properties Provincetown 12 Properties
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Massachusetts Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Massachusetts?

There are a lot of options in Massachusetts. If you plan on staying in the Massachusetts area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Massachusetts:

How many vacation rentals are available in Massachusetts?

Currently, the total number of properties listed in 2026 is over 86 in the Massachusetts area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Massachusetts.