Discover Your Perfect Chatham Vacation Homes

Chatham Luxury Rentals

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Chatham Pet Friendly Vacation Rentals

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8.0 (1 Review)
House
White Mountain Grove
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
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Chatham Large Vacation Homes

9.8 (45 Reviews)
Ski Chalet
New winter outdoor space
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your Chatham Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Chatham

When should you plan your Vacation Rentals stay?

Understanding the best time to visit can help you enjoy the region’s natural beauty and find the perfect vacation rentals here, whether you're seeking summer activities or a cozy winter retreat in this destination.

Peak Season Highlights

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Summer (June to August)

During the warm summer months, this area becomes a popular destination for outdoor activities and scenic exploration, making it an ideal time to book vacation rentals in Chatham or nearby regions.

Average Temperature Daytime: 75°F - Nighttime: 55°F
autumn
Fall (September to November)

The vibrant fall foliage attracts visitors seeking picturesque views and seasonal festivities, offering a perfect window for securing cozy vacation rentals here.

Average Temperature Daytime: 60°F - Nighttime: 40°F

Off-Season Highlights

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Winter (December to February)

While the area experiences colder weather, winter offers tranquility and opportunities for winter sports, making it suitable for travelers who prefer fewer crowds when booking vacation rentals.

Average Temperature Daytime: 30°F - Nighttime: 10°F
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Spring (March to May)

As the region transitions into spring, early season offers fewer visitors and more availability for vacation rentals, perfect for those seeking a quieter escape amid blooming landscapes.

Average Temperature Daytime: 50°F - Nighttime: 30°F

Weekly Weather Forecast for Chatham

How to Book Your Chatham 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 Chatham

More Top-Rated Vacation Rentals in Chatham Area

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 with a spacious patio or deck perfect for meals al fresco.
  • Make the most of a private backyard or garden area ideal for outdoor relaxation.
  • Take advantage of a fire pit setup, perfect for cozy evenings under the stars.
  • Benefit from access to a well-maintained outdoor swimming pool for warm-weather enjoyment.
  • Explore nearby hiking trails or scenic areas directly accessible from your rental property.
  • Use outdoor recreational facilities such as tennis courts or volleyball courts often available on-site.
  • Relax in a hammock or lounge chair set up in the yard, offering a peaceful retreat after exploring the region.

Top Attractions Around Chatham

What attractions are nearby?

Here, you can explore a variety of outdoor activities and scenic attractions that showcase the natural beauty of this destination in the heart of the region.

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Family Activities

  • Hiking in the White Mountains: Explore family-friendly trails that offer stunning views and outdoor adventures just moments from your Chatham vacation rental.
  • Visit the Conway Scenic Railroad: Enjoy an educational and scenic train ride through the region’s picturesque landscapes, perfect for a memorable family day out.
  • Rock Climbing at Cathedral Ledge: Experience safe guided climbs suitable for beginners and seasoned climbers alike, making it an exciting activity for all ages.
  • Wildlife Watching at the local parks: Discover diverse wildlife and learn about nature on easy walks and observation points near your accommodation in this charming destination.
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Adult Activities

  • Hiking and Nature Trails: Explore scenic routes through the area's lush landscapes, offering an immersive experience in the natural beauty of this destination.
  • Sailing and Boat Tours: Enjoy tranquil waters with sailing excursions or boat tours that showcase the region’s picturesque shoreline and lakes.
  • Golfing: Play a round at local golf courses renowned for their stunning views and challenging fairways nestled within the area’s charming scenery.
  • Fishing Experiences: Cast your line in popular fishing spots around here, where the plentiful lakes and rivers promise a rewarding day on the water.

Other Places to Stay in Chatham, NH

Baldface Range
Baldface Range Vacation Rentals
South Chatham
South Chatham Vacation Rentals
Center Conway
Center Conway Vacation Rentals
More Places to Stay Near Chatham

Chatham Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Outdoor Activities: Take advantage of the region’s natural beauty by engaging in outdoor pursuits like hiking, fishing, or boating to fully experience what this destination offers.
  • Plan Seasonal Events: Align your visit with local seasonal festivals and events to immerse yourself in the area's vibrant community spirit and cultural traditions.
  • Choose Prime Locations: Select vacation rentals close to key outdoor attractions or scenic spots for convenient access and a more authentic experience of the region.
  • Discover Local Dining: Sample regional cuisine at nearby restaurants or markets to enjoy the flavors unique to this destination and enhance your stay here.

Transportation Options

  • Public Transit Services: The local bus networks provide convenient transportation options for exploring the area and reaching popular destinations in Center Conway.
  • Car Rentals: Several car rental agencies are available nearby, offering flexibility to discover the region at your own pace from your vacation rental here.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber operate within the region, providing reliable transportation for quick trips or when arriving at the local airports.
  • Airport Transfers: Shuttle services connect the area to regional airports, making it easy to access your rental property directly from travel hubs in New Hampshire.

Local Customs Options

  • Respect for Nature: Locals here deeply value the natural beauty of the region, often demonstrating eco-friendly behaviors and outdoor conservation traditions.
  • Community Gatherings: Participating in neighborhood events and local festivals is a cherished custom that fosters close-knit relationships among residents and visitors alike.
  • Seasonal Traditions: Embracing the changing seasons through unique customs, such as fall foliage celebrations and winter holiday parades, is a prominent part of life in this area.
  • Local Hospitality: Visitors often notice the warm and welcoming attitude of residents, reflecting a strong sense of hospitality ingrained in the community’s cultural fabric.

Frequently Asked Questions About Chatham?

1. What are the top vacation rentals in Chatham?

There are a lot of options in Chatham. If you plan on staying in the Chatham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chatham:

2. Which vacation homes in Chatham are best for families?

If you are looking for a family-friendly vacation home in Chatham, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chatham:

3. How many Rentbyowner vacation rentals are available in Chatham?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 91 in the Chatham 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 Chatham.