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Best Chatham Vacation Rentals
Chatham vacation rentals offer easy access to beautiful beaches and vibrant local culture. Whether you need a cozy cottage or a spacious beach house, the options are tailored to any group size and preference.
+ 97 photos
Chatham Bars Inn
297 Shore Road
Wi-Fi
Free parking
24-hour reception
Babysitting/Child services
Seasonal outdoor pool
Air conditioning
Kids club
Cribs
Beach access
Private beach
Fitness center
Pedicure
Manicure
Jacuzzi
Facial
Body wraps
Body scrub
Massage
Spa & wellness center
Hiking
Cycling
Fishing
Tennis court
Flat-screen TV
Business center
Bar/ Lounge area
Restaurant
No pets allowed
Non-smoking rooms
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Chatham Bars Inn is a luxurious accommodation with breathtaking views of the Atlantic Ocean. This five-star resort features 4 restaurants, a heated oceanfront pool, and a full-service spa. With spacious rooms offering modern amenities and delightful local touches, guests can indulge in superior comfort. The location ensures easy access to nearby attractions like Chatham Lighthouse and the Chatham Railroad Museum. Outdoor activities such as tennis and croquet are available for recreation enthusiasts.
Price comparison
Average Price 344 US$
+ 95 photos
Chatham Wayside Inn
512 Main Street
Wi-Fi
On-site parking lot
Baggage storage
24-hour reception
24-hour security
Bar/ Lounge area
Restaurant
Welcome drink
Fitness center
Seasonal outdoor pool
Heated swimming pool
Flat-screen TV
Elevator
Business center
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Golf course
Sun loungers
Beach umbrellas
Children's menu
Cribs
Board games
Wheelchair access
No pets allowed
Air conditioning
No smoking on site
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Chatham Wayside Inn provides comfortable lodgings with a focus on relaxation. Located near Chase Park, this inn features a seasonal outdoor pool as well as a bar and restaurant specializing in American cuisine. Its proximity to Chatham's Godfrey Windmill and Chatham Light Beach makes it an excellent starting point for local exploration. Each room is equipped with modern amenities to enhance the stay. Guests can also enjoy activities like hiking in the surrounding area.
Price comparison
Average Price 256 US$
+ 97 photos
Queen Anne Inn
70 Queen Anne Road
Wi-Fi
Free parking
Seasonal outdoor pool
Heated swimming pool
Flat-screen TV
Express check-in/ -out
Golf course
Sun loungers
Beach umbrellas
No pets allowed
Air conditioning
No smoking on site
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Queen Anne Inn reflects classic New England allure with its antique-furnished rooms and expansive outdoor pool. Located within walking distance of the Chatham Lighthouse and Oyster Pond Beach, guests can enjoy nature and scenic walks. Each room is uniquely designed, with options like private balconies and whirlpool tubs for a touch of luxury. The inn also features massage services and communal areas for relaxation and socializing. Ideal for couples or history enthusiasts, this intimate retreat blends comfort with charm.
Price comparison
Average Price 238 US$
+ 76 photos
Chatham Seafarer Inn
2079 Main Street
Wi-Fi
Free parking
Coffee shop
Picnic area/ Tables
Seasonal outdoor pool
Heated swimming pool
VIP check-in/ -out
Sun loungers
Cribs
No pets allowed
Air conditioning
Non-smoking rooms
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Chatham Seafarer Inn caters specifically to families and those seeking comfort. Featuring spacious family rooms with kitchenettes, it also includes amenities like a seasonal outdoor pool and BBQ facilities. Located a short distance from Ridgevale Beach, it stands out for its cleanliness and guest satisfaction. Nearby attractions such as Nickerson Art Gallery add to the appeal for those interested in local arts. The property is well-suited for those traveling with pets and children.
Price comparison
Average Price 367 US$
+ 97 photos
Captain'S House Inn
369 Old Harbor Road
Wi-Fi
Free parking
Outdoor dining area
Restaurant
Welcome drink
Jacuzzi
Back massage
Full body massage
Flat-screen TV
Adults only
Business center
Express check-in/ -out
VIP check-in/ -out
Cycling
Golf course
Yoga class
In-room breakfast
Beach access
Sun loungers
Beach umbrellas
Board games
No pets allowed
Air conditioning
No smoking on site
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Captain's House Inn provides a serene retreat with its historic architecture and beautiful gardens. Located near Oyster Pond Beach, it is an adults-only inn featuring rooms outfitted with fireplaces and spa baths. Guests can take part in yoga classes or relax in the tranquil setting, creating a perfect getaway for couples. The inn's restaurant offers local and seasonal cuisine in a cozy dining atmosphere. It is easily accessible.
Price comparison
Average Price 230 US$
Harding Beach Rentals
Rentals near Harding Beach provide convenient access to one of Chatham's best sandy shores and calm waters. Enjoy beach activities and scenic views right from your rental doorstep.
+ 19 photos
Sea House
139 Honeysuckle Lane
Internet access
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Fishing
Board games
No pets allowed
No smoking on site
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Sea House offers a delightful one-bedroom rental with all the essentials for a comfortable beach getaway. The fully equipped kitchen allows guests to prepare meals while enjoying views from the outdoor seating area. Located a 15-minute walk from Oyster Pond Beach, it's perfect for beach goers. The living area is cozy, providing a relaxing retreat after a day in the sun. Nearby attractions like Chatham Fine Art enrich your stay.
Price comparison
Average Price 344 US$
+ 16 photos
Corner Cottage
275 Morton Rd.
Internet access
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Fishing
Beach access
Board games
No pets allowed
No smoking on site
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Corner Cottage is a spacious three-bedroom holiday home ideal for families or groups. It features a comfortable living space and an outdoor area perfect for relaxation or al fresco dining. Guests can utilize the fully fitted kitchen for home-cooked meals. The property is conveniently located near local attractions and provides easy access to Cockle Cove Beach. This rental offers an enjoyable experience with its amenities and garden space.
Price comparison
Average Price 468 US$
+ 31 photos
Beachside Bliss: Dog Friendly Breezy Stay
30 Cockle Cove
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Hiking
Cycling
Fishing
Snorkeling
Wind surfing
Horseback riding
Beach access
Board games
Pets allowed
No smoking on site
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Beachside Bliss offers a charming pet-friendly experience with its one-bedroom and three-bathroom setup. The large living room is well-equipped for relaxation with modern amenities. Its location provides quick access to Cockle Cove Beach, just a short walk away. Guests can enjoy outdoor dining on the patio equipped with barbecue facilities. This rental balances comfort with pet-friendliness.
Price comparison
Average Price 813 US$
+ 97 photos
Historic Sea Captain'S Home In Downtown Chatham
388 Main Street Chatham Cape Cod
Free Wi-Fi in rooms
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Hiking
Cycling
Fishing
Snorkeling
Wind surfing
Horseback riding
Outdoor dining area
Beach access
Massage
Board games
Pets allowed
No smoking on site
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Historic Sea Captain's Home offers a spacious rental with eight bedrooms and six bathrooms. The property features a fully equipped kitchen and a patio for outdoor dining, ideal for summer cookouts. Guests can enjoy nearby attractions including Chatham Lighthouse and local galleries. The concierge services add a special touch to the rental, helping guests navigate local opportunities and activities. This home combines history with functionality.
Price comparison
+ 27 photos
16612 - Stunning Home With Wraparound Deck Views Of Bucks Creek And Nantucket Sound
93 Ridgevale Road South
Internet access
Free parking
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Fishing
Aqua park
Beach access
Pets allowed
No smoking on site
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The stunning home provides a picturesque stay with sea views and a wraparound deck. Guests can enjoy flexibility with two bathrooms and various amenities for comfort. The property's garden and waterpark offer fun outdoor experiences ideal for families. Located within a short distance from Ridgevale Beach, it's perfect for water activities or scenic nature exploration. This rental combines convenience with beautiful surroundings for an unforgettable vacation.
Price comparison
Ridgevale Beach Rentals
Rentals near Ridgevale Beach enable guests to easily access sandy shores and tranquil waters ideal for swimming and relaxation. These beachside accommodations enhance the coastal experience.
+ 97 photos
Pleasant Bay Village Resort
1191 Orleans Road
Free Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Seasonal outdoor pool
Flat-screen TV
Cookware/ Kitchen utensils
Express check-in/ -out
Table tennis
Sun loungers
Beach umbrellas
Paid babysitting/ Child services
No pets allowed
Air conditioning
No smoking on site
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Pleasant Bay Village Resort offers a relaxing stay near Jacknife Beach with spacious rooms and indoor amenities. The hot tub and seasonal outdoor pool provide recreational options. The resort also includes a children's playground and game room. Each room includes a private patio, and the resort's proximity to the Chatham Lighthouse makes it easy to explore local history. This blend of comfort and family-friendly features makes it an attractive choice.
Price comparison
Average Price 524 US$
+ 97 photos
Old Harbor Inn
22 Old Harbor Road
Wi-Fi
Free parking
Baggage storage
24-hour security
Welcome drink
Snack bar
Picnic area/ Tables
Fitness center
Laundry
Flat-screen TV
Adults only
Express check-in/ -out
VIP check-in/ -out
Hiking
Cycling
Canoeing
Fishing
Wind surfing
Golf course
Tennis court
Yoga class
In-room breakfast
Sun loungers
Beach umbrellas
No pets allowed
Air conditioning
No smoking on site
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Old Harbor Inn features a cozy bed and breakfast atmosphere just a short distance from downtown Chatham. Each room includes a comfortable seating area along with a flat-screen TV. The property provides a daily breakfast and access to nearby outdoor activities. Its location offers convenience for exploring attractions like Chatham Lighthouse, enhancing the overall experience. Guests appreciate the peaceful ambiance while being close to local dining and shopping.
Price comparison
Average Price 239 US$
+ 97 photos
The Chatham Motel
1487 Main Street
Free Wi-Fi in rooms
Free parking
Picnic area/ Tables
Seasonal outdoor pool
Flat-screen TV
Cookware/ Kitchen utensils
Express check-in/ -out
Sun loungers
Children's play area
No pets allowed
Air conditioning
Non-smoking rooms
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The Chatham Motel provides a straightforward and comfortable option near Harding's Beach. With an outdoor pool and picnic area, it's perfect for families. Each room includes essential amenities like a refrigerator and free Wi-Fi. Its proximity to downtown Chatham allows guests easy access to popular dining spots and shops. Nearby attractions such as the Chatham Lighthouse are also within reach.
Price comparison
Average Price 98 US$
+ 75 photos
The Hawthorne
196 Shore Road
Wi-Fi
Free parking
Outdoor dining area
Picnic area/ Tables
Flat-screen TV
Cookware/ Kitchen utensils
Business center
Golf course
Beach access
Private beach
Cribs
No pets allowed
Air conditioning
No smoking on site
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The Hawthorne provides a relaxed beachside experience with private access to a scenic beach area. Guests can enjoy unique activities like marshmallow roasting nights at the outdoor fire pit. Certain rooms offer views of the ocean, enhancing the coastal vibe of this motel. A business center is also available for guests needing to stay connected. Close to Chatham Fish Pier and local shops, it combines leisure and convenience effectively.
Price comparison
Average Price 215 US$
+ 77 photos
Surfside Inn Chatham
25 Holway Street
Wi-Fi
Free parking
Baggage storage
Picnic area/ Tables
Flat-screen TV
Business center
Express check-in/ -out
Badminton
Cycling
Golf course
Beach access
Sun loungers
Beach umbrellas
Children's buffet
Board games
No pets allowed
Air conditioning
No smoking on site
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Surfside Inn Chatham offers direct access to its beautiful beach, providing a serene environment for guests. Rooms are equipped with modern amenities and feature walk-in showers for comfort. In the communal areas, guests can enjoy an outdoor fireplace and relaxing sea views. The child-friendly buffet ensures guests of all ages are well catered for. Located close to Chatham Lighthouse Beach, this inn emphasizes both relaxation and access to local attractions.
Price comparison
Average Price 282 US$
South Chatham Vacation Rentals
South Chatham rentals provide proximity to both the beach and diverse local attractions.
+ 20 photos
A Chatham Pearl On Oyster River
Internet access
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Fishing
Beach access
Board games
Pets allowed
No smoking on site
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A Chatham Pearl on Oyster River offers spacious pet-friendly accommodations with three bedrooms. The property includes an outdoor seating area, perfect for enjoying meals outside. Its fully equipped kitchen allows for convenient meal preparations. Nearby natural attractions, including Harding Beach, enhance the proximity to enjoyable outdoor activities. The home is well-rated for its accommodations and accessibility.
Price comparison
Average Price 204 US$
+ 97 photos
Chatham Tides
394 Pleasant Street
Free Wi-Fi in rooms
Free parking
Picnic area/ Tables
Cookware/ Kitchen utensils
Beach access
Private beach
Sun loungers
Beach umbrellas
Cribs
No pets allowed
Air conditioning
No smoking on site
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Chatham Tides offers a beachfront retreat with private access to stunning views and sand. Guests can enjoy balconies in their rooms, providing an intimate connection with the sea. The property ensures daily housekeeping for a comfortable stay and features a picnic area for outdoor meals. While relaxing, guests can explore nearby attractions like Nauset Lighthouse. Its blend of comfort and leisure opportunities makes it a popular choice in South Chatham.
Price comparison
Average Price 169 US$
+ 19 photos
Lucky Number Seven
Internet access
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Fishing
Aqua park
Beach access
Spa & wellness center
Pets allowed
No smoking on site
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Lucky Number Seven offers a cozy atmosphere with two bedrooms, featuring a fireplace and an expansive living area. With pet-friendly policies, it welcomes guests traveling with dogs. The property also boasts a garden, providing a lovely outdoor space for relaxation. The nearby Harding Beach is easily accessible for fun in the sun. Guests frequently rave about the wellness amenities and the thoughtfulness of the accommodations.
Price comparison
Average Price 1386 US$
+ 22 photos
Oyster Beach Bungalow
37 Kent Pl
Internet access
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
No pets allowed
No smoking on site
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Oyster Beach Bungalow is a quaint rental with all the modern amenities for a comfortable stay. With a perfect location just a short walk away from the beach, it offers an excellent setting for beach lovers. The property features a well-maintained garden that adds to the charm of the area. Guest ratings frequently highlight the cleanliness and overall comfort provided. All essential needs are met for a relaxing retreat in Chatham.
Price comparison
Average Price 125 US$
+ 19 photos
Cozy Cape Time
41 Tern Lane
Free Wi-Fi in public areas
Dryer
Cookware/ Kitchen utensils
Air conditioning
Flat-screen TV
Fishing
Horseback riding
Beach access
Spa & wellness center
No pets allowed
No smoking on site
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Cozy Cape Time features three bedrooms, perfect for larger groups or families. Enjoy a fully equipped kitchen and dining area suitable for communal meals. The private entrance and ample space provide a comfortable sense of independence. Located within minutes of local attractions, guests can easily navigate Chatham's charm. The on-site spa facilities enhance relaxation.
Price comparison
Average Price 1220 US$
Situated on Cape Cod's elbow, Chatham is renowned for its picturesque beaches and maritime charm. Rich in history, this town boasts over 300 years of heritage, highlighted by historic landmarks like the Chatham Lighthouse and the iconic Chatham Railroad Museum. Attracting families and beach lovers, Chatham offers numerous vacation rentals to suit different tastes. With a variety of well-rated accommodations located within easy reach of local attractions, it serves as an ideal base for both leisure seekers and adventure enthusiasts.
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