Best Vacation Homes in Bolton
House
10.0(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
1800 ft²
Hot Tub
Fireplace/Heating
Ocean View
Balcony/Terrace
US $799/Night
7 Nights - US $5,593
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $122/Night
7 Nights - US $851
Hotel
6.0(836 Reviews)
1 Bath
- Fireplace/Heating
Pet Friendly
Kitchen- Parking
US $92/Night
7 Nights - US $644
Apartment
10.0(24 Reviews)
1 Bedroom
1 Bath
3 Guests
600 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $127/Night
7 Nights - US $891
House
10.0(1 Review)
5 Bedrooms
3 Baths
10 Guests
3003.13 ft²
Spa
Pool- Parking
- Internet
US $546/Night
7 Nights - US $3,822
House
10.0(22 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $231/Night
7 Nights - US $1,617
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $291/Night
7 Nights - US $2,039
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $234/Night
7 Nights - US $1,635
Bolton Luxury Rentals
House
10.0(39 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,750/Night
7 Nights - US $12,247
House
9.4(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $541/Night
7 Nights - US $3,784
House
10.0(19 Reviews)
5 Bedrooms
2 Baths
10 Guests
3000 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $506/Night
7 Nights - US $3,543
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
1205.56 ft²
- Parking
- Internet
- Child Friendly
Sports/Activities
US $435/Night
7 Nights - US $3,045
House
9.6(35 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $417/Night
7 Nights - US $2,918
Cottage
10.0(19 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- View
- Kitchen
- Parking
US $389/Night
7 Nights - US $2,720
Cabin
9.4(44 Reviews)
3 Bedrooms
1 Bath
6 Guests
640 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $373/Night
7 Nights - US $2,614
Cabin
9.8(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
972 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $372/Night
7 Nights - US $2,601
Bolton Pet Friendly Vacation Rentals
Cottage
9.4(27 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $252/Night
7 Nights - US $1,763
Apartment
6.6(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
1496.18 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $292/Night
7 Nights - US $2,044
House
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $244/Night
7 Nights - US $1,709
Apartment
10.0(10 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $169/Night
7 Nights - US $1,184
House
1 Bedroom
1 Bath
6 Guests
1097.92 ft²
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $235/Night
7 Nights - US $1,647
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $169/Night
7 Nights - US $1,181
Apartment
9.4(13 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $178/Night
7 Nights - US $1,248
House
8.8(15 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $137/Night
7 Nights - US $957
Bolton Large Vacation Homes
House
3 Bedrooms
1 Bath
10 Guests
1700 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $300/Night
7 Nights - US $2,099
House
3 Bedrooms
1 Bath
10 Guests
1700.7 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $262/Night
7 Nights - US $1,831
House
10.0(1 Review)
4 Bedrooms
2 Baths
12 Guests
2300 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $424/Night
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.
Bolton Vacation Rental Frequently Asked Questions
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!
- 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
- Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
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 107 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
Hotel
8.4(312 Reviews)
5 Baths
322.92 ft²
- Private Pool
- Fireplace/Heating
- Pool
Breakfast
US $192/Night
7 Nights - US $1,342
Hotel
8.2(172 Reviews)
1 Bath
557.03 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $239/Night
7 Nights - US $1,673
Hotel
8.2(90 Reviews)
8 Baths
476.3 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $344/Night
7 Nights - US $2,410
Hotel
8.0(151 Reviews)
8 Baths
219.31 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $187/Night
7 Nights - US $1,311
Hotel
8.0(145 Reviews)
1 Bath
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $181/Night
7 Nights - US $1,269
House
3 Bedrooms
2 Baths
8 Guests
1367.02 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Parking
US $356/Night
7 Nights - US $2,494
House
10.0(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $299/Night
7 Nights - US $2,093
Hotel
9.0(558 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $240/Night
7 Nights - US $1,682
