Best Vacation Homes in Bolton
1800 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $510/Night
For 7 Nights US $3,569
3003.13 ft²
10 Guests
5 Bedrooms
3 Bathrooms
House
- Spa
- Pool
- Parking
US $546/Night
For 7 Nights US $3,822
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $171/Night
For 7 Nights US $1,199
600 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $127/Night
For 7 Nights US $891
1194.79 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Parking
- Internet
- Child Friendly
US $435/Night
For 7 Nights US $3,045
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $236/Night
For 7 Nights US $1,650
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $272/Night
For 7 Nights US $1,905
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $192/Night
For 7 Nights US $1,346
Bolton Luxury Rentals
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $546/Night
For 7 Nights US $3,824
2200 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $485/Night
For 7 Nights US $3,398
3000 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Private Pool
- Fireplace/Heating
- Pool
US $422/Night
For 7 Nights US $2,956
12 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $403/Night
For 7 Nights US $2,822
1200 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- View
- Kitchen
US $400/Night
For 7 Nights US $2,802
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $361/Night
For 7 Nights US $2,528
1600 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $360/Night
For 7 Nights US $2,522
290.63 ft²
8 Bathrooms
Free Cancellation
Hotel
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $359/Night
For 7 Nights US $2,513
Bolton Pet Friendly Vacation Rentals
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $204/Night
For 7 Nights US $1,428
1496.18 ft²
6 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Balcony/Terrace
- View
US $292/Night
For 7 Nights US $2,044
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $90/Night
For 7 Nights US $631
450 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $304/Night
For 7 Nights US $2,131
1097.92 ft²
6 Guests
1 Bedroom
1 Bathroom
House
- Pet Friendly
- Air Conditioner
- Internet
US $235/Night
For 7 Nights US $1,647
450 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $297/Night
For 7 Nights US $2,081
5 Guests
2 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $153/Night
For 7 Nights US $1,069
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $219/Night
For 7 Nights US $1,530
Bolton Large Vacation Homes
1700 ft²
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $300/Night
For 7 Nights US $2,099
1700.7 ft²
10 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Parking
- Internet
US $262/Night
For 7 Nights US $1,831
2300 ft²
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $424/Night
For 7 Nights US $2,970
Why Choose Rent By Owner for your Bolton 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 Bolton
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can enhance your experience, as this destination offers seasonal appeal that caters to a variety of interests throughout the year.
Peak Season Highlights
Late Spring to Early Summer (May to June)
Experience the region's vibrant natural beauty during this period, making it ideal for outdoor activities and scenic exploration.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
Enjoy the crisp air and colorful foliage that draw visitors to this destination seeking a picturesque autumn experience.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (January to February)
The quiet winter months offer a peaceful retreat, perfect for those looking to escape the crowds and enjoy cozy accommodations.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Early Spring (March to April)
This transitional period features fewer visitors, providing a tranquil setting to appreciate early blossoms and emerging greenery.
Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
Weekly Weather Forecast for Bolton
How to Book Your Bolton 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 Bolton
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 a spacious outdoor patio or deck for relaxing and dining alfresco.
- Take advantage of private or shared gardens to unwind amidst nature.
- Make the most of a well-maintained barbecue grill for outdoor cooking sessions.
- Experience outdoor fun with access to a swimming pool, ideal for warm-weather stays.
- Benefit from ample parking space suited for exploring this destination by car.
- Discover nearby hiking trails or nature walks that showcase the area's scenic beauty.
- Use outdoor fire pits to gather with family and friends during cool evenings in the region.
Top Attractions Around Bolton
What attractions are nearby?
In this charming area, you can enjoy outdoor activities such as hiking, kayaking, and exploring scenic parks that showcase the natural beauty of Bolton, Connecticut, providing an ideal setting for an active and relaxing getaway.
Family Activities
- Bolton Notch State Park: Explore scenic hiking trails and enjoy picnicking amidst the natural beauty that surrounds this area, perfect for family outings.
- Connecticut River Walk & Bikeway: Discover leisurely walking and biking along the river, offering picturesque views and outdoor fun suitable for all ages.
- Local Farms and Orchards: Visit nearby farms where your family can pick fresh produce, learn about farming, and enjoy seasonal activities.
- Benches and Play Areas in Bolton Green: Relax or let kids play at the well-maintained parks and green spaces central to the community here, ideal for family gatherings.
Adult Activities
- Bolton Notch State Park: Explore scenic hiking trails and enjoy the tranquility of nature just minutes from your vacation rental here.
- Bolton Historical Society Museum: Discover the rich history of the area and gain insight into its past through engaging exhibits in this welcoming community space.
- Northern CT Land Trust Trails: Embark on outdoor adventures with well-maintained trails perfect for walking, birdwatching, and reconnecting with nature nearby.
- Chapel Green Historic District: Experience the charm of this well-preserved historic district, ideal for leisurely strolls and appreciating local architecture during your stay.
Other Places to Stay in Bolton, CT
Bolton Notch State Park
Bolton Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the region's scenic hiking and walking paths to experience the area's natural beauty firsthand.
- Visit Community Events: Check out seasonal festivals and local gatherings to immerse yourself in the area's vibrant community atmosphere.
- Plan Outdoor Activities: Enjoy outdoor pursuits such as fishing, picnicking, or birdwatching at nearby parks and recreational spots.
- Discover Regional Cuisine: Savor the flavors of the local culinary scene by exploring nearby eateries and regional specialties during your stay.
Transportation Options
- Interstate 384: This major highway provides convenient access to and from the region, making travel by car straightforward for visitors staying in local vacation rentals.
- Connecticut Transit Bus Service: The regional bus system offers affordable transportation options around the area, connecting you to nearby towns and amenities.
- Hartford-Brainard Airport: The nearest commercial airport allows quick arrivals and departures for travelers flying into the region, ideal for those seeking seamless connectivity.
- Your Own Vehicle: Having a personal car offers flexibility and ease when exploring the scenic surroundings and accessing various amenities from your Bolton accommodation.
Local Customs Options
- Community Festivals: Participating in local festivals showcases the area's rich traditions and offers a warm welcome during your stay.
- Historical Preservation: Respect for historic sites and architecture here reflects the community’s pride in its heritage and contributes to meaningful cultural experiences.
- Farmers’ Markets: Visiting farmers' markets allows you to enjoy regional produce and support local artisans, giving you a taste of the region’s agricultural roots.
- Outdoor Etiquette: Engaging responsibly with outdoor spaces, such as parks and nature trails, is valued by residents and enhances your connection with this peaceful destination.
Frequently Asked Questions About Bolton?
1. What are the top vacation rentals in Bolton?
There are a lot of options in Bolton. If you plan on staying in the Bolton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bolton:
- Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
- Spacious modern home on private lake
- BnB “GetAway” 600sf studio Wooded, Trails, UConn, quiet, Clean 5⭐️ Coventry 3 pp
- The Lake House
- Charming Farmhouse w/Pool & Fishing Pond!
- Lakefront Cottage w/Covered Porch & Dock!
- Modern & Cozy Cape | 4 Bedroom House | Central Location
- Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
- Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
- Charming 2-bedroom house located on Bolton Lake
2. Which vacation homes in Bolton are best for families?
If you are looking for a family-friendly vacation home in Bolton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Bolton:
3. How many Rentbyowner vacation rentals are available in Bolton?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 101 in the Bolton 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 Bolton.
4. What is the cancellation policy for vacation rentals in Bolton, Connecticut?
Cancellation policies vary depending on the individual property owner. Please review the specific listing details or contact the host directly to understand the terms related to cancellations and potential refunds.
5. How do I ensure the vacation rental I book in Bolton meets my needs?
You can review the amenities, photos, and guest reviews listed on each property profile. If you have specific requirements or questions, reaching out to the property owner can provide additional clarity before booking.
6. Are there any specific check-in and check-out times for rentals in this area?
Check-in and check-out times are set by each property owner. Details are typically included in the listing description. For early or late arrivals, it’s best to communicate directly with the host to arrange suitable times.
7. Is there a secure way to pay for my vacation rental in Bolton, Connecticut?
Payments are processed through a secure platform that ensures your financial information is protected. It is recommended to follow the website’s payment procedures and confirm any payment-related questions with the property owner if needed.
8. What should I do if I encounter issues during my stay in a vacation rental in the region?
If you experience any problems, contact the property owner or the local support team immediately through the messaging system provided. They can assist you directly or guide you on resolving any concerns during your stay.
Bolton Top Rated Vacation Rentals
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $152/Night
For 7 Nights US $1,063
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $148/Night
For 7 Nights US $1,038
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $127/Night
For 7 Nights US $886
322.92 ft²
5 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $192/Night
For 7 Nights US $1,342
476.3 ft²
8 Bathrooms
Ocean View
Hotel
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $344/Night
For 7 Nights US $2,410
557.03 ft²
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $239/Night
For 7 Nights US $1,673
219.31 ft²
8 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Hot Tub
US $209/Night
For 7 Nights US $1,463
324.71 ft²
5 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $181/Night
For 7 Nights US $1,269
