Chatham Cottage Rentals
Cottage
10.0(90 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
Oceanfront
Parking
Ocean View
Balcony/Terrace
US $761/Night
7 Nights - US $5,328
House
8.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
699.65 ft²
- Parking
View
Internet
Pet Friendly
US $507/Night
7 Nights - US $3,547
Cottage
1 Bedroom
1 Bath
- Parking
Kitchen
Air Conditioner- Internet
US $1,327/Night
7 Nights - US $9,290
Cottage
10.0(34 Reviews)
2 Bedrooms
1 Bath
4 Guests
540 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $513/Night
7 Nights - US $3,589
House
3 Bedrooms
3 Baths
6 Guests
3132.3 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $1,224/Night
7 Nights - US $8,568
Cottage
10.0(30 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $422/Night
7 Nights - US $2,956
Cottage
10.0(20 Reviews)
1 Bedroom
1 Bath
4 Guests
864 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $446/Night
7 Nights - US $3,124
Cottage
10.0(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
830 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $544/Night
7 Nights - US $3,805
Cottage
10.0(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
970 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $530/Night
7 Nights - US $3,710
Cottage
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $543/Night
7 Nights - US $3,798
Cottage
10.0(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $390/Night
7 Nights - US $2,728
Cottage
9.8(64 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $311/Night
7 Nights - US $2,175
Why Choose Rent By Owner for your Chatham Cottage Rentals?
What makes our Cottage 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 Chatham
When should you plan your Cottage Rentals stay?
Choosing the ideal time to vacation here allows you to enjoy the region's charm at its best, whether you're seeking peaceful retreats or lively seaside experiences, making it easier to find the perfect cottages that suit your travel plans on RentByOwner.com.
Peak Season Highlights
June to September
During these summer months, you will experience the warmest weather and longest days. This is an ideal time to enjoy outdoor activities and the region's scenic coastal views.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
Late June through August
This period marks the high tourist season when the area is bustling with visitors. Booking cottages early ensures you secure a comfortable retreat in this popular destination.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
Off-Season Highlights
April to May
Springtime offers a quieter atmosphere with mild temperatures and blooming scenery, making it a peaceful time for exploring and relaxing in cozy cottages.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 45°F to 50°F
September to October
Early fall features cooler weather and fewer visitors, providing a tranquil setting to enjoy the region’s natural beauty while securing more affordable cottage accommodations.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 55°F to 60°F
Weekly Weather Forecast for Chatham
How to Book Your Chatham Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage 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
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage 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 on a private patio or deck, perfect for soaking up the region's scenic views.
- Take advantage of a spacious backyard ideal for relaxing and outdoor activities amid the natural surroundings.
- Relax by a private or shared outdoor pool to cool off during warm summer days in this area.
- Explore nearby walking trails and access outdoor recreation areas directly from your accommodation.
- Make the most of a well-maintained garden or landscaped yard that complements the area's coastal charm.
- Utilize outdoor grills for barbecuing, allowing you to enjoy meals with family and friends outdoors.
- Benefit from convenient parking options within the property’s outdoor space, making your stay hassle-free.
Top Attractions Around Chatham
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities such as beach outings, boating, and exploring scenic nature trails that showcase the beauty of Chatham, Massachusetts, offering an ideal setting for relaxation and adventure during your stay in this charming region.
Family Activities
- Chatham Lighthouse Beach Enjoy a family day at this scenic beach, where you can relax, build sandcastles, and take in stunning ocean views.
- Chatham Marconi Maritime Center Discover the area’s maritime history through engaging exhibits and hands-on activities suitable for all ages.
- Chatham Fish Pier Experience local seafood firsthand and watch boats come and go, making it a fascinating spot for kids to learn about fishing culture.
- Chatham Band Concerts Attend outdoor family-friendly concerts during the summer months that bring the community together in a lively, scenic setting.
Adult Activities
- Chatham Lighthouse Tour Explore the historic lighthouse and enjoy breathtaking views of the Atlantic Ocean, a perfect activity for those interested in local maritime history.
- Fresh Seafood Dining Indulge in the region's renowned seafood at seaside restaurants, offering fresh catches and authentic New England flavors.
- Harbor Kayaking Excursions Experience the tranquility of the harbor with guided kayaking tours that provide a close-up view of marine life and scenic coastlines.
- Bird Watching at South Beach Discover diverse bird species along South Beach, making it an ideal spot for nature enthusiasts seeking a peaceful outdoor experience.
Other Places to Stay in Chatham, MA
Ridgevale Beach
Cockle Cove Beach
Hardings Beach
Chatham Drama Guild
Monomoy Theatre
Hardings Lighthouse
Veterans Field
Chatham Railroad Museum
Atwood House Museum
Gallery Antonia
Fox Hill
West Chatham
Chatham Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Explore the local events and outdoor options beforehand to ensure you make the most of your stay amid the area's scenic beauty and charming coastal atmosphere.
- Choose a Convenient Location: Select a cottage that offers easy access to beaches, dining, and entertainment venues to maximize your leisure time here.
- Utilize Local Resources: Take advantage of visitor centers, local guides, and online maps to discover hidden gems and authentic experiences specific to this destination.
- Book Early for Popular Seasons: Reserve your accommodation well in advance during peak times to secure the best cottages and enjoy a stress-free holiday in the region.
Transportation Options
- Car Rentals: Renting a car gives you the flexibility to explore nearby beaches and attractions around Chatham, making your stay more convenient and comfortable.
- Public Transit: The regional bus services connect the area with other parts of Cape Cod, offering an affordable and eco-friendly transportation option.
- Taxis and Rideshare Services: Local taxis and popular rideshare apps provide door-to-door service for quick access to dining, shopping, or sightseeing spots in this seaside destination.
- Bicycle Rentals: Biking is a popular way to enjoy the scenic coastlines and charming streets here, with rental shops readily available for your convenience.
Local Customs Options
- Respect for the Sea Locals here have a deep tradition of honoring the ocean through sustainable fishing and maritime practices, so you’ll notice a strong reverence for marine life during your stay.
- Village Celebrations Community events and seasonal festivals are integral to local customs, offering an authentic way to experience the area's rich heritage and friendly atmosphere.
- Preservation of Historic Sites With a passion for history, residents actively maintain historic landmarks that tell the story of this coastal region’s past, making it a meaningful aspect of your visit.
- Local Seafood Cuisine The region prides itself on fresh, locally caught seafood, which is celebrated in traditional dishes that reflect the area's culinary customs.
Chatham Cottage Rentals Frequently Asked Questions
1. What are the top Cottages 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 Cottages in Chatham:
- Cape Cod Cottage near Beaches & Downtown
- Beach Cottage 4BD/2BATH (2,138 sqft)
- Pond Views, Fire Pit, BBQ & AC
- Classic, airy Chatham cottage minutes from beach
- Historic Cottage on White Pond, near Downtown Chatham and beaches
- Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
- Newly redone beautiful 3 Bedroom Cottage on White Pond
- Relaxing Waterfront Cottage Overlooking Mill Pond
- Walking distance to downtown, CBI, Fish Pier, Veteran's Field, and beaches.
- Modern, Newly Renovated, 3-bed Peach Tree House
2. How many Cottages are available in Chatham?
Currently, the total number of properties listed by RBO in 2026 is over 35 in the Chatham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Chatham.
3. What is the cancellation policy for cottages in this area?
Cancellation policies vary depending on the specific cottage you select. You should review the listing details or contact the property owner directly to understand the terms and any applicable fees.
4. Are pets allowed in the cottages near here?
Pet policies differ from one property to another. Please check the individual listing for information regarding pet allowances or restrictions before making your reservation.
5. Is there a minimum stay requirement for booking cottages in this destination?
Minimum stay requirements can vary by property and season. It’s best to read the listing description carefully or reach out to the host for clarification.
6. What amenities are typically included with cottages in this region?
Most cottages offer essential amenities such as Wi-Fi, kitchen facilities, and outdoor space. Specific amenities are listed in each property’s details, so reviewing the listing will provide comprehensive information.
7. How do I confirm my booking and what are the payment options?
Once you select a cottage, you'll follow the booking process outlined on the listing. Payment methods usually include credit/debit cards and secure online transactions. For detailed steps, consult the booking instructions provided with your chosen property.
More Rentals You May Like Near Chatham
Cottage
9.8(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Child Friendly
US $884/Night
7 Nights - US $6,189
Cottage
9.6(45 Reviews)
2 Bedrooms
1 Bath
5 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $458/Night
7 Nights - US $3,205
Cottage
9.6(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $564/Night
7 Nights - US $3,949
Cottage
9.4(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
696 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $584/Night
7 Nights - US $4,090
Cottage
9.4(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $414/Night
7 Nights - US $2,897
Cottage
9.2(62 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $259/Night
7 Nights - US $1,813
Cottage
8.6(7 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $387/Night
7 Nights - US $2,711
Cottage
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $616/Night
7 Nights - US $4,313
Cottage
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $366/Night
7 Nights - US $2,563
Cottage
10.0(83 Reviews)
3 Bedrooms
1 Bath
6 Guests
1100 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $457/Night
7 Nights - US $3,202
Cottage
10.0(30 Reviews)
3 Bedrooms
2 Baths
7 Guests
1328 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $827/Night
7 Nights - US $5,792
Cottage
3 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $966/Night
7 Nights - US $6,762
