Best Vacation Homes in North Chatham
New
House
3 Bedrooms
2 Baths
8 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $842/Night
7 Nights - US $5,892
House
9.0(1 Review)
1 Bedroom
3 Baths
8 Guests
1334.72 ft²
Hot Tub- Fireplace/Heating
View- Pet Friendly
US $917/Night
7 Nights - US $6,422
Cottage
10.0(200 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $315/Night
7 Nights - US $2,203
House
8.0(1 Review)
6 Bedrooms
4 Baths
14 Guests
3498.27 ft²
- Fireplace/Heating
- View
- Pet Friendly
Parking
US $1,848/Night
7 Nights - US $12,936
Condo
10.0(31 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
US $286/Night
7 Nights - US $2,003
Condo
10.0(13 Reviews)
1 Bedroom
1 Bath
4 Guests
719 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $393/Night
7 Nights - US $2,748
Apartment
9.8(58 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $444/Night
7 Nights - US $3,105
House
9.8(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $540/Night
7 Nights - US $3,779
North Chatham Luxury Rentals
House
5 Bedrooms
5 Baths
12 Guests
6000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $6,834/Night
7 Nights - US $47,840
House
9.8(10 Reviews)
6 Bedrooms
6 Baths
14 Guests
5400 ft²
Private Pool- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,452/Night
7 Nights - US $31,162
House
9.8(40 Reviews)
13 Bedrooms
6 Baths
20 Guests
7000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $3,106/Night
7 Nights - US $21,744
House
5 Bedrooms
4 Baths
12 Guests
- Balcony/Terrace
- Kitchen
Air Conditioner
Internet
US $2,921/Night
7 Nights - US $20,446
House
5 Bedrooms
5 Baths
10 Guests
3941 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,662/Night
7 Nights - US $18,634
House
10.0(5 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
Pool
US $2,502/Night
7 Nights - US $17,513
House
4 Bedrooms
3 Baths
10 Guests
3100 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $2,109/Night
7 Nights - US $14,764
House
3 Bedrooms
4 Baths
10 Guests
3500 ft²
- Private Pool
- Pool
- Kitchen
- Parking
US $2,091/Night
7 Nights - US $14,638
North Chatham Pet Friendly Vacation Rentals
House
9.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $409/Night
7 Nights - US $2,861
House
1 Bedroom
7 Baths
18 Guests
4197.92 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,946/Night
7 Nights - US $13,624
Condo
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
US $285/Night
7 Nights - US $1,992
House
4 Bedrooms
3 Baths
12 Guests
1991.32 ft²
- Hot Tub
- Fireplace/Heating
- View
- Pet Friendly
US $1,442/Night
7 Nights - US $10,094
House
10.0(31 Reviews)
6 Bedrooms
4 Baths
14 Guests
3500 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $774/Night
7 Nights - US $5,418
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
7 Guests
2196 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $892/Night
7 Nights - US $6,241
House
10.0(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $986/Night
7 Nights - US $6,904
House
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
2400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,267/Night
7 Nights - US $8,866
North Chatham Large Vacation Homes
House
10.0(77 Reviews)
5 Bedrooms
2 Baths
11 Guests
1865 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $793/Night
7 Nights - US $5,551
House
1 Bedroom
6 Baths
12 Guests
3885.77 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,581/Night
7 Nights - US $11,065
House
10.0(33 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,304/Night
7 Nights - US $9,129
House
5 Bedrooms
4 Baths
12 Guests
2497.23 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,321/Night
7 Nights - US $9,244
House
10.0(17 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,478/Night
7 Nights - US $10,346
House
10.0(12 Reviews)
4 Bedrooms
4 Baths
11 Guests
3500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,162/Night
7 Nights - US $8,137
House
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
3488 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,044/Night
7 Nights - US $14,307
House
9.8(72 Reviews)
5 Bedrooms
2 Baths
10 Guests
2100 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $487/Night
7 Nights - US $3,407
Why Choose Rent By Owner for your North Chatham 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 North Chatham
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here ensures you enjoy the region’s scenic beauty and tranquility, making it the perfect destination for your next getaway.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy longer daylight hours and warm temperatures, making this the ideal time for outdoor activities and relaxing by the water in North Chatham. The region's natural beauty is at its peak, attracting visitors seeking a lively atmosphere.
Average Temperature Daytime: 75°F to 82°F - Nighttime: 60°F to 65°F
Fall (September to October)
Early fall offers pleasant weather with vibrant foliage and quieter surroundings, perfect for exploring the area's scenic landscapes and enjoying the serenity before the winter season begins. It’s an excellent period for those who prefer a more tranquil experience.
Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F
Off-Season Highlights
Winter (December to February)
The winter months bring cooler temperatures and a peaceful ambiance, ideal for cozying up in comfortable vacation rentals while experiencing the region’s quiet charm. This is a less crowded time when you can enjoy a more private getaway.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 30°F
Spring (March to May)
Spring ushers in blooming flowers and milder weather, offering a refreshing escape for those seeking tranquility and renewal. This shoulder season provides a less busy environment to explore the natural beauty of the area.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 45°F
Weekly Weather Forecast for North Chatham
How to Book Your North 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 North Chatham
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 private outdoor patio or deck for relaxing and dining under the sun.
- Take advantage of lush, landscaped gardens that offer a peaceful retreat in this charming region.
- Make use of a spacious backyard ideal for outdoor activities or family gatherings.
- Relax by your own outdoor fire pit on cool evenings while soaking in the scenic surroundings.
- If available, dip into a swimming pool to refresh after exploring the area’s natural beauty.
- Utilize outdoor grilling facilities to prepare meals and enjoy alfresco dining experiences.
- Discover nearby walking trails or nature paths accessible directly from the property for outdoor adventures.
Top Attractions Around North Chatham
What attractions are nearby?
In this charming area, you can enjoy a variety of outdoor activities such as scenic coastal walks, beach outings, and exploring nature trails that highlight the region’s natural beauty.
Family Activities
- Chatham Lighthouse Beach: Enjoy a family day by the sea at this scenic beach, perfect for relaxing, picnicking, and building sandcastles with children.
- Skaket Beach: Experience gentle tide pools and calm waters here, making it an ideal spot for young swimmers and beachcombers in the area.
- Arnold's Lobster & Clam Bar: Savor fresh seafood in a family-friendly setting that captures the quintessential maritime atmosphere of this destination.
- Bike Trails in the Region: Explore scenic biking paths suitable for all ages, allowing your family to take in the natural beauty of this region's coastal landscapes.
Adult Activities
- Chatham Lighthouse Beach: Relax and unwind on the scenic shoreline while enjoying picturesque views near your vacation rental in this charming region.
- Blue Claw Antiques: Discover unique treasures at this well-loved antique shop, offering a charming experience for those seeking local history or vintage finds in the area.
- South Chatham Farmers Market: Explore fresh produce and artisanal goods, perfect for enhancing your stay in this inviting destination.
- North Chatham Fish Pier: Witness the lively fishing industry firsthand and enjoy fresh seafood, making it a must-visit activity for visitors to the region.
Other Places to Stay in North Chatham, MA
Chatham Marconi Complex
Caleb Nickerson House
Chatham Shark Center
North Chatham Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Seasons: Visiting during less busy times can enhance your experience, offering more tranquility and better access to local spots in this charming region.
- Explore Local Outdoor Activities: Take advantage of the area's natural beauty by engaging in outdoor pursuits such as hiking or cycling, which showcase the scenic landscapes surrounding your vacation rentals.
- Book Early for Popular Periods: Secure your preferred lodging well in advance, especially during peak times, to ensure availability at top-rated vacation rentals here.
- Utilize Local Recommendations: Seek advice from hosts or neighbors to discover hidden gems and authentic experiences that truly capture the essence of the region.
Transportation Options
- Boston Logan International Airport: This major airport provides convenient domestic and international flights, making your arrival and departure in the region straightforward.
- Chatham Transit Service: The local transit service offers reliable transportation within the area, allowing easy access to nearby attractions and amenities.
- Rental Cars: Several car rental agencies operate here, giving you the flexibility to explore the scenic region at your own pace.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options are readily available for quick, hassle-free trips around North Chatham and the surrounding coastal destinations.
Local Customs Options
- Local Seafood Dining: Embrace the region's rich maritime heritage by enjoying fresh seafood at local eateries, a cherished custom here that reflects the area's coastal roots.
- Seasonal Festivals: Participating in seasonal community festivals allows you to experience the vibrant traditions and friendly spirit that define this destination’s cultural identity.
- Harbor Etiquette: When visiting the area’s scenic harbors, observe boating and fishing customs that support safe and respectful interactions among visitors and locals alike.
- Preservation of Natural Beauty: Respect the natural landscapes by following designated trails and guidelines, ensuring the pristine environment remains unchanged for generations to enjoy.
North Chatham Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in North Chatham?
There are a lot of options in North Chatham. If you plan on staying in the North 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 North Chatham:
- Convenient to all amenities and beaches in Chatham
- 5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more.
- Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
- Perfect House to Enjoy Family & Friends!
- Beautifully Renovated w/Access to Beach!
- Chatham Luxury! WALK to beach
- Chatham Charm with Pool and Private Beach RPAM006
- Quiet North Chatham Getaway with Scenic Views
- Luxurious Home with Pool & Game Room in Cape Cod
- Charming Chatham Cottage!
2. How many vacation rentals have private pools in North Chatham?
There are 4 vacation rentals with private pools near North Chatham. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in North Chatham are best for families?
If you are looking for a family-friendly vacation home in North 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 North Chatham:
4. How many Rentbyowner vacation rentals are available in North Chatham?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 114 in the North 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 North Chatham.
5. What is the cancellation policy for a vacation rental in North Chatham, Massachusetts?
Cancellation policies vary depending on the specific property you select. You should review the listing details or contact the property owner directly to understand the terms and any applicable fees before confirming your booking.
6. How do I find available dates for vacation rentals in North Chatham during my preferred travel period?
Use the search filters on the listing platform to select your desired travel dates and view available properties. If needed, reach out to the property owner for confirmation or to inquire about upcoming availability.
7. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional charges such as cleaning fees, service fees, or security deposits are often specified within each listing. Be sure to review these details thoroughly and contact the owner if you have questions about any extra costs.
8. What amenities can I expect in holiday homes in North Chatham, Massachusetts?
Amenities vary by property, but many vacation rentals in this destination offer features like Wi-Fi, parking, kitchens, and outdoor spaces. Check the specific listing to ensure it has the amenities that are important to your stay.
9. How do I inquire about special requests or specific accommodations for my stay?
You can contact the property owner directly through the listing platform to ask about any special requests or requirements. It's recommended to confirm these details prior to booking to ensure a smooth stay.
North Chatham Top Rated Vacation Rentals
House
8 Bedrooms
8 Baths
18 Guests
4200 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $1,660/Night
7 Nights - US $11,623
House
5 Bedrooms
6 Baths
12 Guests
3890 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,612/Night
7 Nights - US $11,286
House
5 Bedrooms
7 Baths
12 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,470/Night
7 Nights - US $10,290
House
4 Bedrooms
3 Baths
10 Guests
3480 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,044/Night
7 Nights - US $7,311
House
10.0(4 Reviews)
7 Bedrooms
5 Baths
16 Guests
5000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $4,904/Night
7 Nights - US $34,329
House
10.0(1 Review)
5 Bedrooms
5 Baths
10 Guests
4961 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,460/Night
7 Nights - US $10,220
House
5.0(6 Reviews)
4 Bedrooms
4 Baths
12 Guests
2870 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $2,911/Night
7 Nights - US $20,377
US $2,461/Night
7 Nights - US $17,224
