Bolton vacation rentals

We found 107 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Bolton that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you expect for your stay, such as parking and air conditioning. What you'll find is a rental for everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Bolton

Showing deals for:Nov 21 - Nov 28

Image gallery for Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.

Living area
10 out of 10 rating
Exceptional
(25 reviews)

Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.

East Hampton, CT

10% off
Price is CA $560
CA $5,267 total
includes taxes & fees
Family Friendly Lake House: Lake Pocotopaug, Fire-pit, Kayaks, Canoe. Sunsets.

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Find out more about Bolton

Find out more about Bolton

Why visit Bolton

  1. Outdoor Adventures: Enjoy activities like hiking, jet skiing, and boat tours amidst stunning natural landscapes.
  2. Scenic Beauty: Experience the picturesque views at Bolton Valley and Bolton Landing, ideal for nature lovers.
  3. Charming Accommodations: Choose from cozy vacation rentals, including cottages and modern apartments, for a comfortable stay.
  4. Rich History: Explore nearby cities with friendly atmospheres and historical significance, perfect for culture enthusiasts.
  5. Relaxation and Exploration: Bolton offers a serene environment for both adventure seekers and those looking to unwind.

Popular types of accommodation in Bolton

Planning a getaway to Bolton? The next step is selecting the perfect cozy vacation rental. Discover a range of popular accommodations, from charming houses and inviting cottages to modern apartments. Whether you're seeking a relaxing retreat or an adventure-filled escape, Bolton Landing vacation rentals offer something for everyone. Enjoy the comforts of home while exploring the beauty of this stunning destination.

  • Houses: The top choice for visitors, offering spacious and fully-equipped residences perfect for families or groups looking to enjoy a home-like experience in Bolton.
  • Cottages: These charming retreats provide a cozy atmosphere, ideal for those seeking a peaceful getaway amidst nature.
  • Apartments: A convenient option for solo travellers or couples, offering essential amenities in a compact setting.
  • Cabins: A rustic choice, perfect for immersing yourself in the great outdoors while enjoying basic comforts.
  • Villas: Luxurious accommodations that provide an upscale experience with added amenities and space for relaxation.**

Top attractions in Bolton

Bolton, Connecticut, offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for romantic getaways. Explore urban parks, historic colleges, and nature reserves that cater to outdoor enthusiasts and culture seekers alike. Consider taking part in local activities such as boat tours, jet skiing, and holiday adventures to enhance your experience. Whether you're travelling solo or with loved ones, Bolton promises a memorable vacation filled with exploration and relaxation.

  1. University of Connecticut: A historic institution with a vibrant cultural atmosphere, offering beautiful campus architecture and engaging events. It's perfect for those interested in education and history.
  2. Connecticut Convention Center: A modern venue bustling with business energy, hosting various events and conferences. Ideal for networking and experiencing the local professional scene.
  3. Bolton Notch State Park: A stunning national park featuring adventurous trails, scenic views, and abundant outdoor activities, perfect for nature enthusiasts and those seeking exploration.

Things to do recommended for couples

Experience romance in Bolton, Connecticut! Enjoy live music at Webster Theater, indulge in fine wines at Château le' Gari', or explore the picturesque Arrigoni Winery. Each venue offers a unique atmosphere perfect for couples to create lasting memories together.

Things to do recommended for families

Experience family fun at the XL Center, just 20.9km away, for thrilling sports events. Explore adventure at Nomads Adventure Quest, 16.1km away, or unwind at Colt Park, 19.3km away, offering a perfect spot for relaxation and wellness. Enjoy your visit to Bolton!

Things to do recommended for groups

Groups visiting Bolton, Connecticut, can enjoy shopping at the Shoppes at Buckland Hills, catch a show at the Xfinity Theatre, or watch a film at the Manchester Parkade. Each venue offers a unique blend of family-friendly entertainment and local culture, perfect for a memorable group experience.

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

When planning your trip—whether you're travelling with a group, a family, pets, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful tips for booking on Vrbo.

  • Traveling to Bolton with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Bolton with young kids: Traveling with little ones can be quite a challenge. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Bolton: For many, a family vacation isn’t truly complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Bolton: If you're searching for vacation rentals that offer great deals for month-long stays, 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 include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Bolton

Bolton, Connecticut, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway or a family-friendly vacation. Explore the stunning natural landscapes, including Bolton Valley and Bolton Landing, where you can immerse yourself in nature. Nearby cities provide a friendly atmosphere and rich history, making it an ideal destination for relaxation and exploration. Whether you're seeking adventure or a peaceful retreat, Bolton has something special for every traveller.

  • Manchester: Located 8.0km from Bolton, Manchester is a vibrant city that offers a rich blend of urban living and family-friendly activities. Visitors are drawn to its educational institutions, lively casino scene, and a variety of music concerts. Key attractions include historic college universities and spacious event venues such as the XL Center, where major conferences and performances take place. With its urban parks and local restaurants, Manchester provides a balanced travel experience that caters to both relaxation and entertainment.
  • Vernon: Just 6.4km from Bolton, Vernon is a city that embraces culture and outdoor activities. Known for its family-oriented atmosphere, visitors can enjoy a mix of educational experiences and thrilling motor racing events. The city's highlights include its charming parks and historic college universities. Outdoor enthusiasts can take advantage of the nearby trails and recreational areas, while those seeking entertainment can visit local casinos. Vernon offers a unique blend of culture and adventure, making it a delightful stop on your journey.
  • Windsor: Situated 19.3km away from Bolton, Windsor is renowned for its scenic outdoor experiences and adventurous spirit. Families flock to this city for its exciting casinos and winter activities like skiing. Popular attractions include beautiful lakes and sandy beaches, perfect for water-based fun in the warmer months. Windsor's event venues host various activities throughout the year, making it a lively destination. With its picturesque landscapes and recreational options, Windsor is an ideal choice for those looking to immerse themselves in nature and adventure.

Best time to go to Bolton

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January27.9°F (-2.3°C)Light RainMostly SunnySlightly LowSlightly Low
February29.3°F (-1.5°C)Light RainMostly SunnySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly SunnySlightly HighSlightly Low
April48.4°F (9.1°C)Light RainMostly SunnySlightly HighAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
July73.9°F (23.3°C)Light RainMostly SunnySlightly HighSlightly High
August72.1°F (22.3°C)Light RainMostly SunnyAverageSlightly High
September65.1°F (18.4°C)Light RainMostly SunnyAverageAverage
October54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December34.2°F (1.2°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Are you aiming to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with your budget, feel free to utilize 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 planning new journeys, refining your existing arrangements, or managing your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Head to the adventurous city of Bolton

The parks and other outdoor surroundings create an inviting atmosphere in Bolton. This city is well-known for its shopping and restaurants. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Bolton

Are you searching for things to do while you're in the area? Venture out of your vacation home and experience everything that makes Bolton 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:

  • East Hartford Golf Course (8.4 mi / 13.5 km)
  • Cabela's (9.8 mi / 15.7 km)
  • Keney Park (12.8 mi / 20.6 km)
  • Stafford Motor Speedway (14.2 mi / 22.8 km)
  • TPC River Highlands (14.2 mi / 22.9 km)
  • Sonny's Place (15.1 mi / 24.4 km)

Exploring the natural features in Bolton

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Bolton is a great place to spend some time outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Wickham Park (7.4 mi / 11.9 km)
  • Windsor Nature Park (8.5 mi / 13.7 km)
  • Lake Terramuggus (9.2 mi / 14.8 km)
  • Amston Lake (11.4 mi / 18.3 km)
  • Crystal Lake Sandy Beach (11.7 mi / 18.8 km)
  • Riverside Park (11.9 mi / 19.2 km)

Transportation options to and around Bolton

The nearest airport is in Bradley Intl. Airport (BDL), located 17.1 mi (27.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Westfield, MA (BAF-Barnes Municipal), which is 31.2 mi (50.3 km) away.

Frequently asked questions

What is the best area to stay in Bolton when booking a vacation rental?
When considering a vacation rental in Bolton, Connecticut, a popular area to stay is near the town centre. This locale offers a charming atmosphere with easy access to local amenities and attractions. The town centre is not only picturesque but also provides a selection of delightful eateries and shops, superb for enjoying a leisurely afternoon.

Just a short distance away, you'll find the picturesque Bolton Lake, an ideal spot for outdoor enthusiasts. This scenic area is superb for fishing, kayaking, and enjoying a peaceful picnic by the water. The nearby hiking trails, such as those in the Case Mountain area, offer stunning views and an opportunity to immerse yourself in the natural beauty of Connecticut.
How much does it cost to rent a vacation home in Bolton?
Prices for vacation rentals in Bolton vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Bolton to more spacious homes.
Are there any discounts for Bolton vacation house rentals?
You can find great discounts on house rentals in Bolton on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Bolton?
In Bolton, cottages and vacation houses are the most popular types of vacation rental accommodations, with several options available throughout the area. These rentals typically offer a charming, home-like atmosphere, making them ideal for families and groups seeking a relaxing getaway. Most cottages come equipped with essential amenities such as fully stocked kitchens, comfortable living spaces, and outdoor areas for enjoying the scenic surroundings. Similarly, vacation houses tend to feature multiple bedrooms, spacious dining areas, and private gardens, providing ample space for everyone to unwind.
Are there any family house rentals in Bolton?
In Bolton, Connecticut, there are several family-friendly house rentals available, making it an appealing destination for those travelling with children. Properties in this area often feature spacious living areas, full kitchens ideal for preparing family meals, and outdoor spaces where kids can enjoy themselves.
Can I rent a vacation home with a pool or hot tub in Bolton?
In Bolton, Connecticut, there are several vacation homes available for rent that feature pools and hot tubs, providing a superb setting for relaxation. This charming town, located near the beautiful landscapes of the Connecticut countryside, offers a variety of properties suitable for families and groups.
Can I find long-stay vacation rentals in Bolton?
A long-stay vacation rental in Bolton is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work vacation rentals in Bolton?
In Bolton, Connecticut, there are several remote work vacation rentals available, making it an ideal destination for those looking to blend work and leisure. The area is characterised by its serene surroundings, which provide a peaceful atmosphere conducive to productivity. Many of these properties come equipped with high-speed internet, dedicated workspaces, and comfortable seating arrangements, ensuring that travellers can focus on their tasks effectively. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Bolton vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Bolton with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Bolton?
In Bolton, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Most rentals feature essential cookware and dishware, along with modern conveniences such as dishwashers and microwaves, making meal preparation and clean-up easy and efficient. These amenities cater well to families and groups looking for a comfortable and convenient home away from home while exploring the scenic beauty of the area.
When is the best time to visit Bolton for a vacation rental?
July is the most popular time to visit Bolton, Connecticut, when the charm of summer truly comes alive. This period marks the peak tourist season, running from July to September, and is ideal for those who relish outdoor activities and community events. The warm temperatures, typically in the mid to high 20s Celsius, create a superb environment for hiking, picnicking, and exploring the beautiful parks and lakes surrounding the area.

During this vibrant summer season, visitors can enjoy various local festivities, including farmers' markets and outdoor concerts, making it a fantastic time for families and friends to create lasting memories together. The scenic landscapes and lively atmosphere are particularly inviting, offering countless opportunities for relaxation and adventure alike.

If you're looking for a more budget-friendly experience, consider planning your visit in December. While this month may be quieter, it provides a unique charm with winter activities like snowshoeing and the beauty of snow-dusted landscapes. The festive spirit around the vacations adds a special touch, allowing visitors to enjoy the serenity of Bolton while exploring its quaint shops and local eateries.
How early should I book a Bolton vacation rental?
Book your Bolton vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Bolton home rental booking on Vrbo?
To find Bolton vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Bolton vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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