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Southampton vacation rentals

We found 97 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Southampton to find one that's perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. At the end of the day, you'll find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Southampton

Showing deals for:Nov 14 - Nov 21
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Find out more about Southampton

Find out more about Southampton

Why visit Southampton

  1. Outdoor Adventures: Southampton offers beautiful parks and nature reserves, perfect for hiking, picnicking, and enjoying scenic landscapes.
  2. Family-Friendly Atmosphere: The town is ideal for families, providing a welcoming environment and activities suitable for all ages.
  3. Cultural Exploration: Nearby cities like Northampton and Easthampton boast vibrant local culture, art, and dining experiences.
  4. Historic Sites: Discover historic college campuses and charming neighbourhoods that reflect the area's rich heritage.
  5. Diverse Accommodations: Enjoy a range of vacation rentals, from cozy cabins to modern apartments, catering to various preferences.

Popular types of accommodation in Southampton

If you're exploring vacation rentals in Southampton, you're in for a treat. The most popular options include houses, apartments, and cabins, ensuring you find the perfect fit for your getaway. Whether you're searching for available apartments or specific options like Southampton Meadows apartments, we provide a variety of rental properties in Southampton to suit your needs. Enjoy your stay with us, where transparency and savings are our top priorities!

  • Houses: The top choice for visitors in Southampton, offering spacious and comfortable stays perfect for families or groups.
  • Apartments: A popular option for those seeking a convenient and self-contained living space during their visit.
  • Cabins: A charming choice for nature lovers, providing a rustic and cozy atmosphere amidst beautiful surroundings.
  • Cottages: Quaint accommodations ideal for a peaceful retreat, often featuring charming architectural details.
  • Condos: A great option for a modern stay, offering amenities and easy access to local attractions.**

Top attractions in Southampton

Southampton, Massachusetts, is perfect for outdoor enthusiasts and those seeking scenic adventures. Visitors can explore urban parks, historic college campuses, and nature reserves, catering to families and city explorers alike. With its blend of natural beauty and cultural attractions, Southampton offers a memorable experience for all types of travellers.

  1. Smith College: This historic college, located 12.9km from Southampton, boasts stunning architecture and beautiful gardens. Visitors can enjoy cultural events, art exhibitions, and scenic walks on its picturesque campus.
  2. Big E: Situated 14.5km from Southampton, this lively fairground is perfect for families, offering thrilling rides, delicious food, and various entertainment options, including concerts and agricultural exhibits.
  3. Historic Northampton: Just 12.9km away, this museum invites you to explore local history through engaging exhibits and programmes, showcasing the rich cultural heritage of the region.

Things to do recommended for couples

For a romantic getaway in Southampton, consider hitting the slopes at Blandford Ski Area or Maple Corner Farm Cross Country Ski Area for some winter fun. Afterward, unwind at Amherst Farm Winery, where you can enjoy a delightful tasting experience amidst a charming atmosphere.

Things to do recommended for families

Your family will have a blast at the Olympia Ice Center for ice skating, explore the tranquil Mount Tom State Reservation for wellness, and enjoy thrilling games at Fun Time Lanes, all within a short drive from Southampton. Perfect for creating lasting memories!

Things to do recommended for groups

Groups visiting Southampton, Massachusetts, can enjoy shopping at Holyoke Mall, just 9.7km away, or experience the cultural charm of the Academy of Music Theater, 12.9km from town. Don't miss the Don Muller Gallery, also 12.9km away, for a delightful local art experience.

What do I need to keep in mind when booking a vacation in Southampton

When planning your trip, whether you're travelling with a group, family, pets, or seeking longer accommodations, it's important to prioritise your preferences. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Southampton with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for all these options and more on Vrbo.
  • Traveling to Southampton with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Southampton: For many families, a vacation wouldn't feel complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southampton: If you're in search of vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search as well.

Where to stay in Southampton

Southampton, Massachusetts, is a charming destination perfect for outdoor enthusiasts and families alike. Explore its scenic landscapes, enjoy the friendly atmosphere, and discover nearby neighborhoods that offer a mix of art and romance. Just a short drive away, you'll find vibrant cities like Northampton and Easthampton, where you can indulge in local culture and cuisine. With its welcoming vibe and diverse attractions, Southampton promises an unforgettable vacation experience.

  • Springfield: Located 17.7km from Southampton, Springfield is a vibrant city known for its family-friendly attractions and urban experiences. Visitors can enjoy a thrilling day at the Six Flags New England amusement park, or try their luck at the MGM Springfield casino. For sports enthusiasts, the MassMutual Center offers arena entertainment, hosting everything from concerts to sports events. Don't miss the Dr. Seuss National Memorial Sculpture Garden, a whimsical tribute to the beloved author, which adds a unique charm to the city.
  • Northampton: Just 12.9km from Southampton, Northampton is a cultural hub that beautifully blends outdoor activities with urban life. Known for its lively arts scene, this city is home to numerous music concerts and educational venues that reflect its rich history. The historic Smith College adds to the city's charm, while the nearby Paradise Pond offers a serene spot for nature walks and picnics. Experience the eclectic shops and restaurants along Main Street, making Northampton a delightful stop for foodies and culture lovers alike.
  • Holyoke: Only 8.0km away from Southampton, Holyoke is a family-friendly city that boasts outdoor adventures and urban excitement. The city features the Holyoke Merry-Go-Round, a beautiful amusement park attraction, and the nearby Mount Tom State Reservation, perfect for hiking and nature exploration. Educational opportunities abound with both historic and modern colleges in the area. Visitors can also enjoy the lively atmosphere at the Holyoke Mall or try their luck at the local casino.

Best time to go to Southampton

If you're planning a trip to Southampton, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and July to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly SunnyAverageSlightly Low
February27.1°F (-2.7°C)Light RainMostly CloudyAverageAverage
March35.1°F (1.7°C)Light RainMostly SunnyAverageSlightly Low
April46.8°F (8.2°C)Light RainMostly SunnySlightly HighSlightly Low
May58.3°F (14.6°C)Light RainMostly SunnyAverageSlightly High
June66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
July72.5°F (22.5°C)Light RainMostly SunnySlightly HighSlightly High
August70.7°F (21.5°C)Light RainMostly SunnySlightly HighSlightly High
September63.5°F (17.5°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnySlightly LowAverage
November40.3°F (4.6°C)Light RainMostly SunnySlightly LowAverage
December31.8°F (-0.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? One effective strategy is to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new adventures, keep track of your arrangements, or manage your reservations. The properties you've saved or booked are neatly categorized into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Southampton getaway

Experience the unique character of Southampton with a stay in a vacation home rental. This city is well-known for its restaurants and shopping. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Southampton

Are you hoping to discover top things to see and do in the area? Venture out of your cozy vacation rental and experience everything that makes Southampton a fun spot to vacation. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Six Flags New England (14.4 mi / 23.1 km)
  • Congregation Beth Israel (8.1 mi / 13 km)
  • Olympia Ice Center (8.5 mi / 13.6 km)
  • Q Pin 2's (8.8 mi / 14.2 km)
  • Blandford Ski Area (9.8 mi / 15.8 km)
  • The Ranch Golf Club (10.3 mi / 16.6 km)

Exploring the natural landscape of Southampton

Whether you're an active traveler or just want to spend some time taking in the scenery, Southampton is a great place to get out in nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Mount Tom (4.1 mi / 6.7 km)
  • Westfield River (7 mi / 11.3 km)
  • Talcott Greenhouse (7.1 mi / 11.5 km)
  • Smith College Botanic Garden (7.7 mi / 12.4 km)
  • Stanley Park (7.8 mi / 12.6 km)
  • Pine Island (7.9 mi / 12.7 km)

Transportation options to and around Southampton

The nearest airport is in Westfield, MA (BAF-Barnes Municipal), located 4.3 mi (6.9 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Bradley Intl. Airport (BDL), which is 20.8 mi (33.5 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Southampton?
Length of stay, property type and time of year are some of the things that can determine the price of a vacation home. Simply click on your travel dates to find your perfect fit. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Southampton?
When you travel and the size and style of the property will determine the cost of your beachside escape. Type in your Southampton travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to pick the features and amenities you want in your beach house.
What are the top attractions for families in Southampton?
Keeping the kids happy during your stay in Southampton is a breeze with these leading family-friendly attractions:

  • Nashs Dinosaur Track Quarry
  • Historic Summit House
  • Skinner State Park

How old do you have to be to rent a vacation rental in Southampton?
The minimum required age is typically 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your preferred Southampton vacation rental before booking your escape.
How long can I rent a vacation rental in Southampton for?
It all depends on the Southampton property. To browse a list of options offering extended stays, just type your travel dates and number of people into Vrbo's search page. Look forward to having the whole place to yourself, along with home comforts such as a full kitchen, air conditioning and outdoor spaces where the kids can burn off energy. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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