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Best Vacation rentals and Airbnb offers in Southampton, MA
9.6 9 reviews
Southampton, MA
07/12 – 07/19
$268/nighttotal: $1876 (7 )
3-bedroom House In Perfect Springfield With Wifi, Ac
3 2
apartment , Springfield
This Pine Point vacation home in Springfield, Missouri, is conveniently located within one mile of Blunt Park, Vibra Hospital, and Fresenius Medical Care, and within three miles of Lake Lorraine State Park and Thompson Triangle. This three-bedroom, two-bathroom house comfortably sleeps eight guests and offers amenities including air conditioning, internet access, a hair dryer, and an iron/ironing board, providing easy access to Springfield attractions and outdoor recreation.
9.8 237 reviews
Southampton, MA
07/12 – 07/19
$241/nighttotal: $1687 (7 )
1880s Balconied Luxury Pad, Best Downtown Location
1 2
apartment , Northampton
This one-bedroom apartment is located in a quiet, tree-lined neighborhood just a short walk from Northampton's bustling downtown, offering easy access to shops, restaurants, and attractions. This rental has received excellent ratings for location, cleanliness, and overall user experience. The apartment features a spacious, modern layout perfect for families or groups of up to four guests. Enjoy a private balcony, a backyard with a grape arbor, and access to a shared pool, play gym, and garden.
9.8 14 reviews
Southampton, MA
07/12 – 07/19
$774/nighttotal: $5418 (7 )
Charming 3 Bed/2 Bath Town Home With Gorgeous Back Yard
3 2
apartment , Springfield
This Springfield vacation home is conveniently located within 2 miles of Forest Park, offering easy access to the Springfield Zoo, the Education Center, and is less than 3 miles from the Springfield Armory National Historic Site and the George Walter Vincent Smith Art Museum. This four-bedroom, two-bathroom house comfortably sleeps four guests and features a fully equipped kitchen, laundry facilities, a terrace, a garden, and on-site parking.
10 4 reviews
Southampton, MA
07/12 – 07/19
$413/nighttotal: $2891 (7 )
Button's Modern Luxury Walkup Downtown Northampton
1 2
apartment , Northampton
This downtown Northampton loft, near Smith College and within a 10-15 minute walk of theaters and restaurants, offers a unique stay in a renovated 1880s button factory. This 650-square-foot unit features an open-concept kitchen and living area, one bedroom, one bathroom, and accommodates up to three guests, with amenities including a dishwasher, air conditioning, and parking.
9.7 164 reviews
Southampton, MA
07/12 – 07/19
$158/nighttotal: $1106 (7 )
Quiet Bright & Sunny 2 Bedroom Apartment W/ Porch
2 2
apartment , Holyoke
This Holyoke apartment rental, located in the Highlands neighborhood, offers easy access to I-91 and a nearby grocery store, placing you minutes from Six Flags New England and the colleges of Amherst and Northampton. The two-bedroom, one-bathroom unit features a full kitchen with modern appliances, a private porch, on-street parking, and accommodates up to four guests, perfect for families or small groups exploring the area.
9.1 15 reviews
Southampton, MA
07/12 – 07/19
$137/nighttotal: $959 (7 )
Center Of Northampton
1 2
apartment , Northampton
This studio apartment offers a prime downtown Northampton location, just a short walk from shops, restaurants, nightlife, and the Academy of Music, with convenient access to I91 for travel to Smith College. This 1-bedroom, 1-bathroom unit accommodates two guests and features air conditioning, internet, parking, and a kitchen equipped with a fridge and microwave oven.
10 82 reviews
Southampton, MA
07/12 – 07/19
$298/nighttotal: $2086 (7 )
Button’s Modern Luxury Walkup Dt
1 2
apartment , Northampton
This charming apartment is located in downtown Northampton, just steps away from the theater district, restaurants, shops, and Smith College. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment is a one-bedroom, one-bathroom unit ideal for couples or solo travelers. It offers modern amenities like air conditioning, a dishwasher, and a microwave, along with historic charm, including original brick walls and beamed ceilings.
9.0 2 reviews
Southampton, MA
07/12 – 07/19
$209/nighttotal: $1463 (7 )
Enjoyable And Spacious 3 Bedroom Apartment In Springfield
3 2
apartment , Springfield
This Springfield, Massachusetts apartment rental in the Parc Forestier district is an 11-minute walk from Forest Park and a 4-minute drive from the Naismith Memorial Basketball Hall of Fame. This three-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen with appliances including a stovetop, refrigerator, microwave, and electric kettle, plus free Wi-Fi, air conditioning, and on-site parking.
10 69 reviews
Southampton, MA
07/12 – 07/19
$409/nighttotal: $2863 (7 )
Home Away From Home In Northampton
3 2
apartment , Northampton
This Northampton apartment is a two-floor unit in a charming two-family house within walking distance of downtown and Smith College. It has excellent user, location, and cleanliness ratings. The apartment has three bedrooms with luxurious bedding, a well-equipped kitchen, access to a shared front porch, and infant and child-friendly amenities. It also has air conditioning, a gas fireplace, and complimentary EV charging.
10 19 reviews
Southampton, MA
07/12 – 07/19
$1286/nighttotal: $9002 (7 )
Amherst, Perfect Location, Umass, Smith, Mhc!
3 2
apartment , Hadley
This Hadley vacation home boasts a riverfront location, within 1.8 miles of the University of Massachusetts Amherst, the Connecticut River, and the Porter Phelps Huntington Museum. This 1800-square-foot house features three bedrooms, two bathrooms, sleeps up to ten guests, and includes a swimming pool, terrace, garden, and fully equipped kitchen with modern appliances; enjoy on-site amenities like a water park and barbecue grills.
8.9 158 reviews
Southampton, MA
07/12 – 07/19
$102/nighttotal: $714 (7 )
Si Buscas Un Lugar Calido Este Es.
2 2
house , Chicopee
This Chicopee apartment is located in the heart of downtown, within walking distance of the Chicopee Public Library, Chicopee Falls, and Chicopee Memorial State Park. The apartment has excellent ratings for cleanliness, location, and user experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to three guests. It offers a full kitchen with a fridge and microwave, air conditioning, a garden, parking, and internet access.
9.9 61 reviews
Southampton, MA
07/12 – 07/19
$263/nighttotal: $1841 (7 )
Northampton - 2nd Floor - .5 Mi To Smith/downtown
1 2
apartment , Northampton
This Northampton, MA apartment is centrally located, within walking distance of downtown's shops and restaurants, and a short drive from Smith College and the Northampton Center. The one-bedroom, one-bathroom unit sleeps three, features a queen memory foam bed, in-unit laundry, a dishwasher, and air conditioning, plus driveway and street parking.
Choose the Right Family-Friendly Vacation Rentals in Southampton, MA
These family-friendly vacation rentals in Southampton, MA offer spacious layouts and easy access to top city attractions.
8.0 12 reviews
Southampton, MA
07/12 – 07/19
$247/nighttotal: $1729 (7 )
Thomas's Cozy Duplex - Centrally Located
2 2
apartment , Springfield
This apartment is centrally located in Springfield, close to major highways and colleges, and just a short distance from the Indian Motorcycle Museum and Springfield Armory. It has very good user ratings. The apartment has 2 bedrooms, 2 bathrooms, and can accommodate up to 5 guests. It features a fully equipped kitchen, a full bathroom with a shower, an office desk, a chair, reliable Wi-Fi, and a smart TV in the living room.
9.8 253 reviews
Southampton, MA
07/12 – 07/19
$357/nighttotal: $2499 (7 )
Light-bathed Hardwood Lux Victorian Right Downtown
1 2
apartment , Northampton
This apartment is located on the first floor of a Victorian house, just steps away from Northampton's downtown, making it easy to explore the city's shops, restaurants, and attractions. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The apartment has three bedrooms, one bathroom, and can comfortably accommodate five guests. Enjoy the shared heated pool, garden, and play area, as well as modern amenities like high-speed internet, a 42" HDTV, and a shared laundry room.
Southampton, MA
07/12 – 07/19
$1362/nighttotal: $9534 (7 )
Apartment ∙ 4 Bedrooms ∙ 12 Guests
4 2
apartment , Hadley
This Hadley home, near the B43 bus route for easy access to UMass Amherst, Mount Holyoke College, and Smith College, offers a convenient location for travelers. This nine-room, two-story house features updated kitchens and bathrooms, sleeps twelve guests comfortably, and includes a yard, parking, and pet-friendly accommodations (with a $250 fee per dog, maximum 3 dogs).
9.9 255 reviews
Southampton, MA
07/12 – 07/19
$364/nighttotal: $2548 (7 )
Light-bathed Hardwood Luxury 3br, Right Downtown
3 2
apartment , Northampton
This charming apartment is located in a historic Victorian home just a short walk from Northampton's bustling downtown, offering easy access to shops, restaurants, and attractions. It consistently receives excellent ratings for location, cleanliness, and overall user experience. The apartment comfortably sleeps six guests with three bedrooms, two with queen beds and one with a double bed. Enjoy modern amenities like a full kitchen, in-unit laundry, a private porch, and access to a shared swimming pool, garden, and lounge area.
Best Southampton, MA vacation rentals with parking
Southampton, MA
07/12 – 07/19
$372/nighttotal: $2604 (7 )
City Vibes Walk To Night Life And Casino 3bedrms 5beds. 1.5baths.\ngroup Stay
3 2
apartment , Springfield
This Springfield vacation rental in the South End district is a 1-minute drive from the Connecticut River, a 2-minute drive from Forest Park, and a 10-minute walk from the Naismith Memorial Basketball Hall of Fame. This apartment offers internet, air conditioning, and parking, with amenities including a dryer, ironing board, towels, soap, toilet paper, and a hairdryer, providing easy access to the Eastern States Exposition and Six Flags New England.
8.0 2 reviews
Southampton, MA
07/12 – 07/19
$267/nighttotal: $1869 (7 )
Work, Play & Stay! Apt Near Holyoke Medical Center
1 2
house , Holyoke
This Victory Residence apartment in Holyoke, Massachusetts, is conveniently located 10 miles from the Big E and Eastern States Exposition and 17 miles from Amherst College. This 880-square-foot unit features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen with a dishwasher, in-unit laundry, free Wi-Fi, and air conditioning.
Southampton, MA
07/12 – 07/19
$185/nighttotal: $1295 (7 )
Quaint 2-bedroom Apartment Close To Umass Amherst Great Neighborhood In Holyoke
2 2
apartment , Holyoke
This 2-bedroom, 1-bathroom Holyoke apartment is located near Nash's Dinosaur Track Quarry and Chicopee Falls Dam, offering convenient access to Six Flags New England and the Naismith Memorial Basketball Hall of Fame. This pet-friendly rental includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, and parking for up to 4 guests, with nearby attractions like Holyoke Heritage State Park and the International Volleyball Hall of Fame.
10 133 reviews
Southampton, MA
07/12 – 07/19
$1521/nighttotal: $10647 (7 )
Hadley Amherst Location.explore The Valley Colleges!
4 2
apartment , Hadley
This Hadley vacation rental is conveniently located within a 3km radius of the Central Rock Climbing Center, Hadley Farm Museum, and the Connecticut River, offering easy access to outdoor activities and local attractions. The property has received excellent user ratings, indicating a high level of satisfaction among previous guests. The house comfortably accommodates up to 12 guests with its 4 bedrooms and 2 bathrooms spread across 1800 square feet. Enjoy a fully equipped kitchen, a relaxing balcony, a spacious garden, and a Jacuzzi, perfect for a memorable stay in Hadley.
Frequently Asked Questions about vacation rentals in Southampton, MA
What sports or outdoor activites can visitors enjoy in and around Southampton, MA?
Southampton is a great place to enjoy outdoor activities like hiking, biking, and fishing. You can also find opportunities for kayaking and canoeing on the Connecticut River. In the winter, you can go cross-country skiing or snowshoeing.
What are the best Airbnb and vacation rentals in Southampton, MA?
What other towns or cities can be easily accessed from Southampton, MA?
Southampton is conveniently located near other charming towns and cities in Western Massachusetts. You can easily drive to Amherst, Northampton, and Springfield. If you're looking for a bigger city, Hartford, CT, is about an hour away.
What are the most popular Airbnbs in Southampton, MA?
What amenities are commonly available in vacation rentals in Southampton, MA?
Vacation rentals in Southampton typically include amenities like kitchens, bathrooms, bedrooms, and living areas. Many also offer amenities like Wi-Fi, laundry facilities, and outdoor spaces like decks or patios.
What are the best vacation rentals with a pool in Southampton, MA?
What time of year is best to rent a vacation rental Southampton, MA?
The best time to visit Southampton depends on your preferences. Spring and fall offer mild weather and beautiful foliage, while summer is great for outdoor activities and festivals. Winter brings snow and a cozy atmosphere.
What are the best rentals for families and kids in Southampton, MA?
What are the local dishes in Southampton, MA region?
The local cuisine in Western Massachusetts is known for its fresh, seasonal ingredients. You can find delicious farm-to-table restaurants serving dishes like New England clam chowder, roasted vegetables, and local cheeses.
What are the best rentals or Airbnbs with a jacuzzi in Southampton, MA?
Guest-Favorite Vacation Rentals with a Terrace in Southampton, MA
Enjoy your own private terrace with city skyline views at these vacation rentals in Southampton, MA.
10 19 reviews
Southampton, MA
07/12 – 07/19
$1286/nighttotal: $9002 (7 )
Amherst, Perfect Location, Umass, Smith, Mhc!
3 2
apartment , Hadley
This Hadley vacation home boasts a riverfront location, within 1.8 miles of the University of Massachusetts Amherst, the Connecticut River, and the Porter Phelps Huntington Museum. This 1800-square-foot house features three bedrooms, two bathrooms, sleeps up to ten guests, and includes a swimming pool, terrace, garden, and fully equipped kitchen with modern appliances; enjoy on-site amenities like a water park and barbecue grills.
10 133 reviews
Southampton, MA
07/12 – 07/19
$1521/nighttotal: $10647 (7 )
Hadley Amherst Location.explore The Valley Colleges!
4 2
apartment , Hadley
This Hadley vacation rental is conveniently located within a 3km radius of the Central Rock Climbing Center, Hadley Farm Museum, and the Connecticut River, offering easy access to outdoor activities and local attractions. The property has received excellent user ratings, indicating a high level of satisfaction among previous guests. The house comfortably accommodates up to 12 guests with its 4 bedrooms and 2 bathrooms spread across 1800 square feet. Enjoy a fully equipped kitchen, a relaxing balcony, a spacious garden, and a Jacuzzi, perfect for a memorable stay in Hadley.
Southampton, MA
07/12 – 07/19
$1362/nighttotal: $9534 (7 )
Apartment ∙ 4 Bedrooms ∙ 12 Guests
4 2
apartment , Hadley
This Hadley home, near the B43 bus route for easy access to UMass Amherst, Mount Holyoke College, and Smith College, offers a convenient location for travelers. This nine-room, two-story house features updated kitchens and bathrooms, sleeps twelve guests comfortably, and includes a yard, parking, and pet-friendly accommodations (with a $250 fee per dog, maximum 3 dogs).
9.8 14 reviews
Southampton, MA
07/12 – 07/19
$774/nighttotal: $5418 (7 )
Charming 3 Bed/2 Bath Town Home With Gorgeous Back Yard
3 2
apartment , Springfield
This Springfield vacation home is conveniently located within 2 miles of Forest Park, offering easy access to the Springfield Zoo, the Education Center, and is less than 3 miles from the Springfield Armory National Historic Site and the George Walter Vincent Smith Art Museum. This four-bedroom, two-bathroom house comfortably sleeps four guests and features a fully equipped kitchen, laundry facilities, a terrace, a garden, and on-site parking.
Top-Rated Pet-Friendly Vacation Rentals in Southampton, MA
Experience a pet-friendly stay in Southampton, MA with vacation rentals located steps away from city dog parks and walking trails.
9.5 62 reviews
Southampton, MA
07/12 – 07/19
$137/nighttotal: $959 (7 )
Comfortable 3br Close To Hospital & Medical Center
1 2
apartment , Chicopee
This pet-friendly Chicopee accommodation is conveniently located near Big Y World Class Market, Holyoke Heritage State Park, and Chicopee Memorial State Park. It offers a comfortable stay for families and business travelers alike, with its 3 bedrooms, 1 bathroom, and a guest capacity of 6. The accommodation features a well-equipped kitchen, air conditioning, parking, and high-speed Wi-Fi. Guests can enjoy a 55" Smart TV with Netflix, and the proximity to Chicopee Country Club for golf enthusiasts.
9.0 6 reviews
Southampton, MA
07/12 – 07/19
$166/nighttotal: $1162 (7 )
Casanova House
1 2
apartment , Holyoke
Casanova House is a 2-bedroom, 1-bathroom apartment located in Holyoke, offering accommodation for up to 4 guests with internet and parking. This pet-friendly residence provides a comfortable stay with a home-like atmosphere, ideal for both business and leisure travelers exploring Holyoke.
Southampton, MA
07/12 – 07/19
$123/nighttotal: $861 (7 )
Historic Brick Rowhouse, New Interior, Unfurnished
1 2
apartment , Holyoke
This unfurnished 3-bedroom rental is located in a historic 1890 brick row house in Holyoke, offering walkable access to shops and restaurants, and is situated 10 miles from Mount Holyoke College, 20 miles from Smith and Hampshire Colleges, and 30 miles from Amherst College. This pet-friendly apartment features central air conditioning, keyless entry, new appliances, a small deck, and a yard overlooking a park, accommodating up to 9 guests for an urban camping experience where guests provide their own bedding and air mattresses.