Conway Rentals by Owner
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $168/Night
For 7 Nights US $1,174
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $257/Night
For 7 Nights US $1,798
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $262/Night
For 7 Nights US $1,831
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $169/Night
For 7 Nights US $1,180
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $354/Night
For 7 Nights US $2,476
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $210/Night
For 7 Nights US $1,467
1260 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- View
US $400/Night
For 7 Nights US $2,800
2500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $341/Night
For 7 Nights US $2,385
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $545/Night
For 7 Nights US $3,812
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $383/Night
For 7 Nights US $2,681
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
US $103/Night
For 7 Nights US $724
1300 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $256/Night
For 7 Nights US $1,791
Why Choose Rent By Owner for your Conway vacation rental?
What makes our Rentals by Owner 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 Conway
When should you plan your Rentals by Owner stay?
To make the most of your stay, consider visiting during the shoulder seasons when the region offers a peaceful atmosphere and better rental rates, ensuring you choose the perfect time to enjoy Conway’s natural beauty and tranquility through Rent By Owner.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences its peak season with warm weather and longer days, making it ideal for outdoor activities and exploring the scenic surroundings.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to October)
Early fall offers vibrant foliage and pleasant weather, attracting visitors seeking the region's stunning autumn scenery and outdoor adventures.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Late Fall to Early Winter (November to December)
As the region transitions into winter, visitor numbers drop, and you can enjoy quieter outdoor experiences and cozy accommodations.
Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
Winter (January to February)
In the heart of winter, the area sees fewer travelers, offering a peaceful retreat for those seeking serenity and off-season rental deals.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Weekly Weather Forecast for Conway
How to Book Your Conway vacation rental
What's our booking process?
Our platform allows you to browse a curated selection of rentals by owner. 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 Conway
Common Rentals by Owner Amenities
What amenities can you expect?
Our Rentals by Owner 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 with a fully equipped patio or picnic area in your vacation rental.
- Take advantage of private or shared outdoor pools for relaxation and recreation.
- Relax by a cozy outdoor fireplace or fire pit during cool evenings.
- Benefit from spacious gardens or landscaped yards ideal for outdoor activities.
- Make the most of scenic decks, verandas, or balconies with mountain views.
- Participate in outdoor sports or games such as volleyball, badminton, or croquet.
- Utilize nearby hiking trails or access to natural landscapes perfect for exploring here.
Top Attractions Around Conway
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as hiking, fishing, and exploring local trails, all just moments from your rent-by-owner vacation rental in Conway, Massachusetts.
Family Activities
- Conway Scenic Railroad: Experience a family-friendly train ride through the scenic landscapes of the area, offering a delightful way to explore this charming region.
- Skiing and Snowboarding at Jiminy Peak: During winter months, enjoy the thrill of skiing or snowboarding at this nearby mountain resort suitable for family members of all ages and skill levels.
- Kayaking and Canoeing on the Connecticut River: Discover outdoor fun by paddling along the river that runs through the destination, providing a peaceful setting for family adventures.
- Hiking Trails in the Mount Greylock Area: Explore the region’s numerous trails designed for families, offering opportunities for nature walks and wildlife spotting in this outdoor paradise.
Adult Activities
- Hiking at the Conway Scenic Trails: Explore the scenic beauty of the area on well-marked trails that offer both leisurely walks and challenging hikes for outdoor enthusiasts.
- Visit the Mount Greylock State Reservation: Experience breathtaking views and diverse wildlife at this nearby reservation, ideal for nature lovers seeking outdoor adventure.
- Relax at the Conway Lake Park: Enjoy peaceful afternoons by the water with opportunities for kayaking, picnicking, or simply unwinding in a natural setting.
- Discover local art at regional galleries: Immerse yourself in the area's vibrant arts scene through visits to galleries showcasing regional artists and craftspeople.
Other Places to Stay in Conway, MA
South Centre/Pumpkin Hollow Cemetery
Bardwell's Ferry Bridge
Conway Town Park
Field Memorial Library
Howland Cemetery
Pine Grove Cemetery
Conway Travel Tips
How Can You Make the Most of Your Stay?
- Explore local outdoor activities: Take advantage of the region’s natural beauty by immersing yourself in scenic hikes or outdoor adventures that showcase Conway’s picturesque surroundings.
- Connect with the community: Engage with friendly locals and discover hidden gems that offer authentic experiences and insights into the area’s culture and history.
- Plan your visit around seasons: Consider visiting during peak seasons to enjoy seasonal events and optimal weather, making your stay more memorable.
- Utilize trusted rental options: Book through Rent By Owner for a seamless experience with verified rentals that provide comfort and convenience during your time here.
Transportation Options
- Massachusetts Bay Transportation Authority (MBTA): You can access regional bus and train services that connect the area with neighboring towns and cities, facilitating convenient travel without a car.
- Local Taxi Services: Reliable taxi providers operate within the region, offering flexible transportation options for exploring here or getting to nearby attractions.
- Rental Car Agencies: Several rental companies are available in the vicinity if you prefer the freedom of driving your own vehicle during your stay.
- Shuttle Services: Some hotels and rental properties offer shuttle options to key destinations in this destination, providing comfort and ease for your travel plans.
Local Customs Options
- Community Gatherings: Participating in local events and festivals showcases your appreciation for this area's traditions and helps you connect with residents during your stay.
- Respect for Nature: The region values its natural beauty, so practicing eco-friendly habits and preserving the environment are appreciated here by both locals and visitors.
- Historical Appreciation: Acknowledging and respecting the area's rich history is common among residents, often reflected in how you engage with local landmarks and storytelling.
- Local Art and Craftsmanship: Supporting artisans and understanding regional crafts enriches your experience and aligns with the community’s pride in its creative heritage in this part of Massachusetts.
Conway Rentals by Owner Frequently Asked Questions
1. How many Vacation Rentals are available in Conway?
Currently, the total number of properties listed by RBO in 2026 is over 17 in the Conway area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Vacation Rentals in Conway.
2. What is the cancellation policy for a rental by owner in Conway, Massachusetts?
Cancellation policies vary by listing. You should review the specific terms on the rental's page or contact the owner directly to understand the cancellation process and any applicable fees.
3. How do I communicate with the property owner before booking my stay in Conway?
You can reach out to the owner through the messaging feature on the booking platform. This allows you to ask questions, clarify details, and confirm availability before completing your reservation.
4. Are there any specific house rules I should be aware of when staying at a rental in this region?
House rules are set by the property owner and are typically listed in the rental details. It is important to read these rules carefully and contact the owner if you need any clarification to ensure a smooth stay.
5. What amenities are generally available in rentals in Conway, Massachusetts?
Most rentals in the area offer essential amenities such as Wi-Fi, kitchen facilities, and parking. However, specific features vary, so it is best to check each listing for detailed information about what is included.
6. How do I verify the safety and reliability of a rental by owner in the region?
Look for listings with verified reviews, high ratings, and clear communication from the owner. Additionally, reading previous guest feedback can provide insights into the property's quality and the host's responsiveness.
More Rentals You May Like Near Conway
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Security/Safety
US $175/Night
For 7 Nights US $1,225
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
US $175/Night
For 7 Nights US $1,228
1 Guest
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $132/Night
For 7 Nights US $924
2000 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
US $143/Night
For 7 Nights US $1,001
7 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Child Friendly
US $335/Night
For 7 Nights US $2,345
