Discover Your Perfect South Chatham Vacation Homes

Best Vacation Homes in South Chatham

10.0
Exceptional
(399 Reviews)
850 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $236/Night For 7 Nights US $1,655
10.0
Exceptional
(2 Reviews)
263.71 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $210/Night For 7 Nights US $1,470
10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $358/Night For 7 Nights US $2,506
10.0
Exceptional
(61 Reviews)
1327 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Private Pool
  • Hot Tub
  • Skiing
US $608/Night For 7 Nights US $4,258
10.0
Exceptional
(1 Review)
1603.82 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pool
  • View
US $876/Night For 7 Nights US $6,130
10.0
Exceptional
(60 Reviews)
8 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $473/Night For 7 Nights US $3,314
10.0
Exceptional
(51 Reviews)
11 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Fireplace/Heating
  • Pool
US $317/Night For 7 Nights US $2,216
10.0
Exceptional
(39 Reviews)
1100 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $214/Night For 7 Nights US $1,497

South Chatham Luxury Rentals

New
5005.22 ft² 18 Guests 1 Bedroom 7 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
US $2,558/Night For 7 Nights US $17,904
10.0
Exceptional
(2 Reviews)
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Skiing
  • Fireplace/Heating
  • Balcony/Terrace
US $1,799/Night For 7 Nights US $12,594
10.0
Exceptional
(18 Reviews)
2100 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $1,534/Night For 7 Nights US $10,739
9.8
Exceptional
(15 Reviews)
4500 ft² 16 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $1,519/Night For 7 Nights US $10,633
10.0
Exceptional
(1 Review)
1830 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $1,479/Night For 7 Nights US $10,355
New
10 Guests 4 Bedrooms 3 Bathrooms
Pet Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Internet
US $1,378/Night For 7 Nights US $9,647
10.0
Exceptional
(103 Reviews)
4000 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $1,289/Night For 7 Nights US $9,025
10.0
Exceptional
(1 Review)
15 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
US $1,220/Night For 7 Nights US $8,539

South Chatham Pet Friendly Vacation Rentals

10.0
Exceptional
(1 Review)
2 Guests 1 Bedroom 1 Bathroom
Couples Retreat Apartment
  • Skiing
  • Pet Friendly
  • Parking
US $63/Night For 7 Nights US $440
10.0
Exceptional
(1 Review)
4004.17 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Pet Friendly
  • Parking
  • Internet
US $698/Night For 7 Nights US $4,886
New
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $1,163/Night For 7 Nights US $8,141
9.8
Exceptional
(8 Reviews)
800 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
US $219/Night For 7 Nights US $1,534
8.6
Fabulous
(174 Reviews)
306.17 ft² 68 Guests 16 Bedrooms 17 Bathrooms
Ocean View Bed & Breakfast
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $180/Night For 7 Nights US $1,260
9.4
Exceptional
(28 Reviews)
5 Guests 1 Bedroom 1 Bathroom
Pet Friendly Cabin
  • Skiing
  • Fireplace/Heating
  • Pet Friendly
US $136/Night For 7 Nights US $949
9.4
Exceptional
(13 Reviews)
3 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Skiing
  • Pet Friendly
  • Parking
US $76/Night For 7 Nights US $532
8.2
Excellent
(14 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Couples Retreat RV Rental
  • Skiing
  • Fireplace/Heating
  • Pet Friendly
US $87/Night For 7 Nights US $608

South Chatham Large Vacation Homes

10.0
Exceptional
(2 Reviews)
10 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $678/Night For 7 Nights US $4,744
10.0
Exceptional
(1 Review)
2497.23 ft² 14 Guests 3 Bedrooms 4 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • View
US $562/Night For 7 Nights US $3,934
New
926 ft² 12 Guests 1 Bedroom 3 Bathrooms
Family Friendly Villa
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $485/Night For 7 Nights US $3,395
9.5
Exceptional
(163 Reviews)
282.8 ft² 26 Guests 12 Bedrooms 11 Bathrooms
Ocean View Bed & Breakfast
  • Oceanfront
  • Skiing
  • Fireplace/Heating
US $224/Night For 7 Nights US $1,569
10.0
Exceptional
(221 Reviews)
4050 ft² 12 Guests 6 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $443/Night For 7 Nights US $3,099
10.0
Exceptional
(168 Reviews)
4500 ft² 18 Guests 9 Bedrooms 5 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
US $507/Night For 7 Nights US $3,551
10.0
Exceptional
(100 Reviews)
10 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Private Pool
  • Fireplace/Heating
  • Pool
US $443/Night For 7 Nights US $3,101
10.0
Exceptional
(79 Reviews)
10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $515/Night For 7 Nights US $3,604

Why Choose Rent By Owner for your South 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 South Chatham

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can significantly enhance your experience, as understanding seasonal trends in South Chatham allows you to find the perfect period for your stay and enjoy the region's unique charm at its best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the region experiences its peak tourism period with warm weather attracting visitors seeking outdoor activities and relaxing by the water.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F
autumn
Fall (September to October)

Early fall brings pleasant temperatures and vibrant foliage, making it a favorite time for those looking to enjoy the area's natural beauty without the summer crowds.

Average Temperature Daytime: 65-75°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December to February)

The winter season is quieter, offering a peaceful retreat with cooler temperatures that are ideal for exploring indoors or enjoying the serene landscape.

Average Temperature Daytime: 30-45°F - Nighttime: 20-30°F
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Spring (March to May)

Late spring often sees fewer visitors as the weather begins to warm up, providing a more relaxed atmosphere and opportunities for sightseeing before the summer rush.

Average Temperature Daytime: 50-65°F - Nighttime: 35-50°F

Weekly Weather Forecast for South Chatham

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.

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 on a spacious patio or deck, perfect for meals amidst the natural surroundings.
  • Relax in a private backyard with lush landscaping, ideal for unwinding after a day at the nearby beaches.
  • Take advantage of a swimming pool or hot tub to refresh and recharge during your stay.
  • Play outdoor games such as cornhole, badminton, or volleyball on a dedicated yard area.
  • Utilize a fire pit or outdoor fireplace to gather and share stories under the stars.
  • Explore scenic walking or biking trails accessible directly from the property or nearby areas.
  • Make the most of outdoor showers or rinse stations to keep sandy feet and gear clean after beach visits.
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Family Activities

  • Chatham Fish Pier: Explore the lively fish pier to observe local fishing activities and enjoy fresh seafood views in this picturesque part of the region.
  • Shurtleff Park: Relax and play at Shurtleff Park, where family-friendly amenities and scenic spaces make it a perfect spot for outdoor fun near here.
  • South Chatham Lighthouse: Visit the historic lighthouse to learn about maritime history and take memorable photos along the scenic coastline.
  • Adventure into Nature Trails: Discover the area’s natural beauty by hiking or biking on nearby trail systems suitable for all ages and skill levels.
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Adult Activities

  • Bird Watching at South Chatham Wildlife Sanctuary: Discover the diverse bird species that inhabit the area, making it an ideal spot for nature enthusiasts to enjoy tranquil observation.
  • Sailing and Kayaking on Nantucket Sound: Take advantage of the calm waters nearby to experience peaceful sailing or kayaking adventures that showcase the region’s coastal beauty.
  • Golfing at Local Courses: Play a round at the region's scenic golf courses, where lush fairways and ocean views provide an excellent backdrop for relaxing sport activities.
  • Dining in Oceanfront Restaurants: Indulge in fresh seafood and regional cuisine at local eateries with stunning waterfront views, perfect for savoring here’s culinary delights.

Other Places to Stay in South Chatham, NH

South Chatham Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Attractions: Book your stay early to secure access to popular spots and enjoy the area's renowned natural beauty without last-minute stress.
  • Explore the Region's Coastal Charms: Take advantage of nearby beaches and outdoor activities to fully experience the maritime vibe that makes this destination unique.
  • Use Local Resources for Dining and Recreation: Consult with your vacation rental host or local guides to discover authentic dining options and hidden gems in the area.
  • Maximize Your Time with Strategic Packing: Pack versatile clothing suited for the region’s climate and outdoor adventures to ensure a comfortable and hassle-free trip.

Transportation Options

  • South Chatham Taxi Services: Convenient taxi options are available for easy transportation around this charming coastal area.
  • Regional Bus Lines: Local bus services connect you to key spots within the region, making travel affordable and straightforward.
  • Car Rentals: Several rental agencies operating here offer flexible options for exploring the local sights at your own pace.
  • Bike Rentals: Enjoy the scenic views and fresh air by renting bikes, a popular choice for getting around here comfortably.

Local Customs Options

  • Respect for Local Seafood Traditions: Embrace the region’s long-standing seafood customs by participating in local fishery practices and enjoying fresh catches responsibly.
  • Celebration of Maritime Heritage: Appreciate the area's maritime history through community events that honor fishing and boating traditions unique to this destination.
  • Environmental Respect: Practice eco-friendly habits, such as proper waste disposal and conservation efforts, to help preserve the natural beauty that defines here.
  • Community Hospitality: Engage with friendly locals during gatherings or festivals that showcase the area's welcoming spirit and cultural pride.

South Chatham Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in South Chatham?

3. Which vacation homes in South Chatham are best for families?

If you are looking for a family-friendly vacation home in South 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 South Chatham:

4. How many Rentbyowner vacation rentals are available in South Chatham?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 297 in the South 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 South Chatham. 

5. What is the cancellation policy for vacation rentals in South Chatham?

The cancellation policy varies depending on the specific property listing, so it’s important to review each property's terms before booking. Details are typically available on the listing page or by contacting the property owner directly.

6. How do I confirm my reservation at a vacation rental in South Chatham?

Reservations are confirmed once you complete the booking process and receive a confirmation email. For any additional questions or special requests, reaching out to the property owner is recommended.

7. Are there any specific check-in and check-out times for vacation rentals in South Chatham?

Check-in and check-out times differ between properties. These details are usually specified in the listing description, so be sure to review them prior to your arrival or contact the owner for clarification.

8. What amenities are typically included in South Chatham vacation rentals?

Amenities vary by property but often include essentials like Wi-Fi, parking, and kitchens. To ensure your needs are met, check the individual listing for a comprehensive list of included amenities.

9. Is there a minimum stay requirement for booking vacation rentals in South Chatham?

Minimum stay requirements depend on the property and season. This information is generally listed on the property page, or you can inquire directly with the owner for specific policies.

South Chatham Top Rated Vacation Rentals

10.0
Exceptional
(104 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $531/Night For 7 Nights US $3,715
10.0
Exceptional
(101 Reviews)
1243 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $305/Night For 7 Nights US $2,134
10.0
Exceptional
(84 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $263/Night For 7 Nights US $1,844
10.0
Exceptional
(62 Reviews)
1600 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $517/Night For 7 Nights US $3,621
10.0
Exceptional
(42 Reviews)
1600 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Condo
  • Hot Tub
  • Skiing
  • Fireplace/Heating
US $1,183/Night For 7 Nights US $8,284
10.0
Exceptional
(41 Reviews)
1300 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Private Pool
  • Hot Tub
  • Skiing
US $610/Night For 7 Nights US $4,272
10.0
Exceptional
(41 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $242/Night For 7 Nights US $1,694
10.0
Exceptional
(37 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
US $464/Night For 7 Nights US $3,251