Best Vacation Homes in Southhampton
2500 ft²
14 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $471/Night
For 7 Nights US $3,296
1001.04 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Internet
US $167/Night
For 7 Nights US $1,169
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $242/Night
For 7 Nights US $1,697
8 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $199/Night
For 7 Nights US $1,395
1194.79 ft²
6 Guests
3 Bedrooms
2 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
US $154/Night
For 7 Nights US $1,078
8611 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
US $176/Night
For 7 Nights US $1,232
600 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $163/Night
For 7 Nights US $1,138
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $155/Night
For 7 Nights US $1,088
Southhampton Luxury Rentals
3400 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $1,248/Night
For 7 Nights US $8,739
2604.87 ft²
20 Guests
10 Bedrooms
4 Bathrooms
House
- Hot Tub
- Spa
- Pool
US $1,021/Night
For 7 Nights US $7,147
16 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $856/Night
For 7 Nights US $5,994
12 Guests
4 Bedrooms
4 Bathrooms
Group Friendly
House
US $767/Night
For 7 Nights US $5,367
22 Guests
8 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $728/Night
For 7 Nights US $5,094
1689.93 ft²
10 Guests
5 Bedrooms
2 Bathrooms
House
- View
- Pet Friendly
- Parking
US $716/Night
For 7 Nights US $5,011
2500 ft²
2 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Bed & Breakfast
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $707/Night
For 7 Nights US $4,947
2900 ft²
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $690/Night
For 7 Nights US $4,829
Southhampton Pet Friendly Vacation Rentals
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $165/Night
For 7 Nights US $1,154
US $108/Night
For 7 Nights US $756
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $187/Night
For 7 Nights US $1,309
1600 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $270/Night
For 7 Nights US $1,889
US $135/Night
For 7 Nights US $945
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $303/Night
For 7 Nights US $2,119
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $192/Night
For 7 Nights US $1,341
700 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $133/Night
For 7 Nights US $928
Southhampton Large Vacation Homes
1000 ft²
12 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $449/Night
For 7 Nights US $3,140
2572.57 ft²
10 Guests
5 Bedrooms
2 Bathrooms
House
- Balcony/Terrace
- Pet Friendly
- Parking
US $350/Night
For 7 Nights US $2,450
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $439/Night
For 7 Nights US $3,071
1194.79 ft²
12 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Parking
- Air Conditioner
US $225/Night
For 7 Nights US $1,575
1890 ft²
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $361/Night
For 7 Nights US $2,529
2560 ft²
16 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $631/Night
For 7 Nights US $4,416
3000 ft²
16 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $637/Night
For 7 Nights US $4,461
2412 ft²
16 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $613/Night
For 7 Nights US $4,289
Why Choose Rent By Owner for your Southhampton Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Southhampton
When should you plan your Vacation Rentals stay?
To maximize your enjoyment when booking vacation rentals in this region, consider visiting during the early spring or late fall when the area offers a peaceful atmosphere and pleasant weather that enhances your overall experience.
Peak Season Highlights
Summer (June to August)
During the warmest months, you'll enjoy pleasant weather ideal for exploring the region and relaxing in your vacation rentals.
Average Temperature Daytime: 85°F - Nighttime: 65°F
Fall (September to October)
As the leaves change colors, the area becomes especially picturesque, making it a popular time for outdoor activities and comfortable stays.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Off-Season Highlights
Winter (December to February)
With cooler temperatures, this season offers a quieter experience, perfect for those seeking tranquility and lower rates on vacation rentals.
Average Temperature Daytime: 40°F - Nighttime: 25°F
Spring (March to May)
Early spring brings mild weather and blooming landscapes, providing a peaceful setting with fewer visitors and better deals on accommodations.
Average Temperature Daytime: 60°F - Nighttime: 40°F
Weekly Weather Forecast for Southhampton
How to Book Your Southhampton Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Southhampton
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for relaxing meals under the open sky in this charming region.
- Take advantage of spacious yards or gardens ideal for outdoor activities and family gatherings.
- Make the most of private patios or decks, offering a peaceful spot to unwind while soaking up the natural surroundings.
- Explore nearby hiking trails or scenic spots easily accessible from your rental here in the area.
- Benefit from outdoor fire pits, perfect for cozy evenings and making memories with loved ones.
- Relax by outdoor swimming pools or hot tubs if available on the property, adding luxury to your stay.
- Use the premium outdoor amenities such as volleyball courts or playgrounds often found in this destination’s rentals.
Top Attractions Around Southhampton
What attractions are nearby?
In this charming region, you can enjoy a variety of outdoor activities and explore local attractions that showcase the area's natural beauty and community charm during your stay.
Family Activities
- Southampton Family Fun Park: Enjoy a day of outdoor entertainment with miniature golf, go-kart racing, and arcade games suitable for all ages.
- Missouri Botanical Garden: Discover lush gardens and interactive exhibits that provide an educational experience for children and relaxation for families.
- Local Nature Trails: Explore scenic walking and biking trails perfect for family outings and connecting with the natural beauty of this destination.
- Community Events and Festivals: Participate in seasonal festivals and family-friendly events that highlight the area's vibrant local culture and traditions.
Adult Activities
- Visit the Southhampton Historic District: Explore this area's well-preserved architecture and learn about its rich local history through guided tours and heritage sites.
- Enjoy outdoor recreation at the regional park: Take advantage of scenic trails, picnic areas, and tranquil lakes to unwind in nature during your stay.
- Experience local art galleries and studios: Discover unique artworks and meet talented artists showcasing their creations in the vibrant arts scene here.
- Participate in community events and festivals: Engage with local culture through seasonal festivals, farmers markets, and live performances that highlight the region's traditions.
Southhampton Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining Options: Take advantage of the region’s culinary scene by trying local eateries to experience authentic flavors unique to this destination.
- Plan Outdoor Activities: Make the most of your stay by engaging in outdoor pursuits such as hiking or picnicking at nearby parks and recreational areas.
- Visit Nearby Attractions: Discover key sites and hidden gems within convenient distance to enrich your visit and gain a true sense of the area's charm.
- Book Flexible Accommodations: Secure adaptable vacation rentals that offer comfort and convenience, ensuring a seamless and enjoyable stay here.
Transportation Options
- Southampton Transit Bus Service: This reliable bus service connects you to key points in the area, making it easy to explore without a car.
- Amtrak Railway Station: For longer journeys, the nearby Amtrak station offers convenient rail connections to major cities across the region.
- Local Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide flexible, on-demand transportation throughout the destination.
- Car Rental Agencies: Several car rental agencies are available here, giving you the freedom to discover the region at your own pace.
Local Customs Options
- Southern Hospitality: Visitors often experience the warm and welcoming attitude that characterizes local interactions in this region, making your stay more memorable.
- Community Events: Engaging in neighborhood festivals and gatherings offers a genuine glimpse into the area's close-knit community fabric.
- Local Cuisine Traditions: Sampling regional dishes at nearby eateries allows you to indulge in authentic flavors unique to this part of Missouri.
- Historical Respect: Emphasis is placed on preserving local history, so you'll find residents value traditions and heritage deeply rooted here.
Southhampton Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Southhampton?
There are a lot of options in Southhampton. If you plan on staying in the Southhampton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Southhampton:
- StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
- Entire Dogtown House near Zoo, Forest Park and Wash U
- 4BR 2BA Modern Family Home with Private Heated Inground Pool nOpen March 1-Nov11
- ☆ Cozy Family Retreat ☆ Hot Tub ☆ Fireplace ☆ Tower Grove ☆ Close to Downtown!
- nLove Italian? You'll love 'The Hill' NBHD. Clean & cozy 1st fl apt
- Urban Farmhouse - 3BR 2.5 BA (5 Beds) Near TG Park & Central to Everything!
- Cheerful 2 Bedroom House on the Hill in St. Louis
- ☆ Newly Renovated ☆Yard☆Close to Local Attractions
- Modern Downtown Getaway w/Yard & Grill
- comfy, open floorplan within walking distance of Maplewood
2. How many vacation rentals have private pools in Southhampton?
There are 7 vacation rentals with private pools near Southhampton. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Southhampton are best for families?
If you are looking for a family-friendly vacation home in Southhampton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Southhampton:
4. How many Rentbyowner vacation rentals are available in Southhampton?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 880 in the Southhampton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Southhampton.
5. What is the cancellation policy for vacation rentals in Southhampton, Missouri?
Cancellation policies vary depending on the property owner. To understand the specific policy, please review the listing details or contact the host directly before making your reservation.
6. How do I find available vacation rentals in Southhampton, Missouri that fit my travel dates?
You can easily search for available options by entering your preferred travel dates on the booking platform. Be sure to filter results according to your needs and check each listing for real-time availability.
7. Are there any house rules or restrictions I should know about before booking?
Yes, each vacation rental has its own set of house rules and restrictions. These are typically outlined in the listing description or provided by the host, so reviewing these details prior to booking will ensure a smooth stay.
8. What amenities are usually included in vacation rentals in the area?
Most properties in this destination offer essential amenities such as Wi-Fi, parking, and kitchen facilities. For specifics, check each listing’s amenities section or contact the host directly for any special requirements.
9. How do I communicate with the property owner if I have questions or need assistance during my stay?
Communication is handled through the booking platform’s messaging system. You can contact the host directly via the platform to inquire about your reservation or address any concerns during your stay.
Southhampton Top Rated Vacation Rentals
211.69 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Free Cancellation
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Pool
US $201/Night
For 7 Nights US $1,407
1 Guest
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $474/Night
For 7 Nights US $3,321
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $484/Night
For 7 Nights US $3,388
US $134/Night
For 7 Nights US $941
2600 ft²
24 Guests
6 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $471/Night
For 7 Nights US $3,294
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Pet Friendly
US $154/Night
For 7 Nights US $1,076
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $155/Night
For 7 Nights US $1,084
329.07 ft²
14 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $247/Night
For 7 Nights US $1,727
