Chatham

Boutique Hotels in Chatham

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Top Boutique Hotels in Chatham

Check out our pick of great boutique hotels for your travel
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99+
Hotels in Chatham
Featured facilities: Swimming Pool, Bar, Restaurant
Great
100 reviews
9.0/10
1 night
From CAD 504
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37
Hotels in Chatham
Charming 3bdrm/2ba House -1 mile from Downtown- Close to Lighthouse Beach About our spacePack your bags and leave the extra's behind... This home is well appointed with bed linens, blankets, quilts, pillows and towels all provided with beds made upon arrival. The home is equipped with central air, wifi & ethernet, Smart TV , SONOS bluetooth speaker, a washer/dryer set, lawn games, beach chairs, umbrella, towels, and cooler. The home has an open and airy living room with comfortable seating. The dining room has direct access to a fenced in private backyard with a patio table and chairs including extra large umbrella and dining table, gas fire pit with Adirondack chairs, Weber gas grill and an outdoor shower. Additionally, the house has a spacious, well-manicured, side yard great for outdoor activities, including Kan Jam, Corn Hole, Bocce, Croquet. Located in a quiet area near Shore Rd, this home is close to all the destinations that make Chatham so amazing; Jump on the many Bike trails, Watch the Chatham A's, Stroll downtown Main Street, visit Lighthouse beach, Oyster pond & Schoolhouse Pond, are all close by. Once inside, you’ll discover coastal classic interior with all of the modern amenities to make your vacation that much more enjoyable this is a perfect place to call home while you’re here on Cape Cod! Home Details:-Sleeps 8-Single level home-Bedroom #1: Queen Bed, Twin bunk bed-Bedroom #2: Queen Bed-Bedroom #3: Queen Bed, Couch, Smart TV-Hall Bathroom: full/Glass shower -2nd Bathroom: full/Glass Shower-Dining Room: seating for 6-Kitchen: Island seating for 3 and stocked with all kitchen amenities-General: Wifi, Central Air, Smart TV, Sonos, gas living room fireplace-Front Porch: cafe seating for 2 -Private, fenced in backyard-Washer/Dryer Guest accessLocated close to downtown Chatham, Lighthouse and Jackknife BeachesNicely landscaped yard with a paved driveway - parking for 2 cars.We hope you feel at home! Please make yourself comfortable! Other things to note:Peak Season- Mid June- August : 7 night minimum rental Saturday to Saturday Only Off Peak Season: Sept-Mid June: 2 night minimum stay required - No Sunday Check-ins * Late check-outs upon request and availability*Outdoor shower available seasonallyBed linens, blankets, quilts, pillows and towels provided with beds made upon arrivalBest and most beautiful town on the Cape. Come enjoy our piece of heaven! Fish Pier .8 milesChatham Downtown: 1.0 mileLighthouse Beach 2.0 milesJackknife Beach 2.4 milesPermit #-STR 626About pets:No pets allowed.About checkOut:Check out before 9:00 AM.About children:Children allowed: ages 0-17.About customRules:Please keep shoes off when possible to minimize sand and dirt throughout the house.Kindly return beach and outdoor lawn games to the storage shed located inside the fence,Please use designated towels for Beach and outdoor shower.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
19 reviews
10.0/10
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19
Hotels in Chatham
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the house now has a new foundation, upgraded systems and a modified floor plan. We've worked had to maintain the character and charm of the antique home, while bringing it up to modern standards. We can't wait for renters to experience the results for the 2025 summer season and beyond! The layout of the Prince Harding remains the same, but it has been entirely refreshed, with air conditioning and heating provided by solar-powered heat pumps. There is a cozy electric fireplace in the sitting area, an improved kitchen and bath with tiled shower, and a new queen-sized bed and furnishings in the living area. The house is equipped with two Level 2 EV chargers, for use by renters. Check out the new photos, but note that reviews prior to July 2025 are of the old apartment. We look forward to hosting you again soon! **Ship’s Light has looked down Cross Street to Chatham Village Center for almost 200 years. Built and occupied by some of Chatham’s most eminent residents since 1825, it was converted to four housekeeping apartments for summer visitors circa 1945. Lovingly restored by long-time current owners, this gracious antique home offers modern comfort and convenience with the character and charm of a bygone era. Named for the original owner and builder of Ship's Light, the Prince Harding apartment is a one-room studio, with a kitchenette, bath with shower and lovely front porch. Airy and light, the main room includes a queen-sized bed, dining table & chairs, comfortable seating area, electric fireplace, and smart-TV with streaming access to network channels. Wireless internet service is available throughout the house. Perfect for a couple, the fully-equipped kitchenette has a small refrigerator with freezer, induction cook-top, microwave, toaster, and coffee maker. Enjoy your morning coffee on the private front porch with your loved one or watch the sunset while sipping a glass of wine. The charm of the apartment is further enhanced by the warm glow of newly-laid wide pine and antique floors. Centrally located within a short walking distance of excellent Chatham dining, shopping, movies and band concerts, the house is three blocks from the town salt water beach on Oyster Pond, and one mile from Coast Guard Beach, a great stretch of Atlantic Ocean and dunes. Many individuals, couples and extended families consider Ship’s Light their vacation home. We invite you to join them in making your vacation something special.The Prince Harding apartment at Ship’s Light is rented for longer stays during the summer and for minimum two night stays during the shoulder and off-seasons. Other units with unique features are also available and the whole house can be rented as a 5-bedroom home for family gatherings.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Adults only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Great
18 reviews
9.2/10
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23
Hotels in Chatham
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the house now has a new foundation, upgraded systems and a modified floor plan. We've worked had to maintain the character and charm of the antique home, while bringing it up to modern standards. We can't wait for renters to experience the results for the 2025 summer season and beyond! The Lillian Spohn apartment is the most changed as a result of the renovation. While the prior apartment had low ceilings, a 1/2 bath inside and an outdoor shower, the renovated apartment has full-height ceilings, a full bath, a large bedroom, an open kitchen/dining room/living room and a large screened in porch. The apartment is fully airconditioned and heated via solar-powered heat pumps. Check out the new photos, but note that reviews prior to July 2025 are of the old apartment.**Ship’s Light has looked down Cross Street to Chatham Village Center for almost 200 years. Built and occupied by some of Chatham’s most eminent residents since 1825, it was converted to four housekeeping apartments for summer visitors circa 1945. Lovingly restored by long-time current owners, this gracious antique home offers modern comfort and convenience with the character and charm of a bygone era. The 'Lillian Spohn' apartment is on the 2nd floor and is newly-renovated in 2025. It has a new modern kitchen with full-sized appliances; an inside eating area that accommodates 2 - 4 people; a large screened in porch with a comfortable seating area and table and chairs for 4; a large living room with smart-TV; a large bedroom with a comfortable queen-sized bed and stackable washer/dryer; and a full bath with tub/shower. Wi-Fi is available throughout the house. A side yard and gas grills are also available for renters. The house is equipped with two Level 2 EV chargers for use by renters.Centrally located within a short walking distance of excellent Chatham dining, shopping, movies and band concerts, the house is three blocks from the town salt water beach on Oyster Pond, and one mile from Coast Guard Beach, a great stretch of Atlantic Ocean and dunes. Many individuals, couples and extended families consider Ship’s Light their vacation home. We invite you to join them in making your vacation something special.The Lillian Spohn apartment at Ship’s Light is rented for longer stays during the summer and a 2-night minimum during the shoulder and off-seasons. Other units with unique features are also available and the whole house can be rented as a 5 bedroom home for family gatherings.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Apartment can accommodate 1-2 children..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Great
9.0/10
Check Availability
25
Hotels in Chatham
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the house now has a new foundation, upgraded systems and a modified floor plan. We've worked had to maintain the character and charm of the antique home, while bringing it up to modern standards. We can't wait for renters to experience the results for the 2025 summer season and beyond! The Gifford-Buck apartment has undergone significant changes as a result of the renovation. Check out the new photos, but note that reviews prior to July 2025 are of the old apartment.**The largest of the four apartments, the Gifford-Buck apartment is a comfortable first-floor, 5-room, 2 bedroom, 2 bath gem. Airy and light, the large living room with an electric fireplace and smart-TV occupies the center of the house. The dining room seats 8 and connects to a beautiful full-sized kitchen--or eat and relax on the quiet side yard patio with picnic tables and area seating. The apartment is fully heated and airconditioned via solar-powered heat pumps. Two bedrooms--one with a queen-sized bed and private bath and one with two twins, near the main bath, make this apartment perfect for a family. The apartment also includes a stackable washing machine and dryer off the kitchen. The charm of the apartment is further enhanced by the warm glow of wide pine floors and wainscoting. Wi-fi is available throughout the house. The house is equipped with two Level 2 EV chargers for use by renters.Ship’s Light has looked down Cross Street to Chatham Village Center for almost 200 years. Built and occupied by some of Chatham’s most eminent residents since 1825, it was converted to four housekeeping apartments for summer visitors circa 1945. Lovingly restored by long-time current owners, this gracious antique home offers modern comfort and convenience with the character and charm of a bygone era. Centrally located within a short walking distance of excellent Chatham dining, shopping, movies and band concerts, the house is three blocks from the town salt water beach on Oyster Pond, and one mile from Coast Guard Beach, a great stretch of Atlantic Ocean and dunes. Many individuals, couples and extended families consider Ship’s Light their vacation home. We invite you to join them in making your vacation something special.The Gifford-Buck apartment at Ship’s Light is rented for longer stays during the summer and and for minimum 2-night stays during the shoulder and off-seasons. Other units with unique features are also available and the whole house can be rented as a 5 bedroom home for family gatherings. Contact the owner for details.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
16 reviews
9.6/10
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26
Hotels in Chatham
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the house now has a new foundation, upgraded systems and a modified floor plan. We've worked had to maintain the character and charm of the antique home, while bringing it up to modern standards. We can't wait for renters to experience the results for the 2025 summer season and beyond! The Lena Coleman apartment is the least-changed of the four apartments at Ship's Light. The layout remains the same, with a fully-equipped open kitchen/dining/living room area, cozy bedroom with comfortable queen-sized bed and a beautifully-tiled bathroom with new fixtures. It boasts a lovely porch deck, from which you can enjoy your morning coffee or a glass of wine while watching the sunset. It also has newly-installed, solar-powered air conditioning and heating throughout the apartment. The house has two Level 2 EV chargers for use by renters.Ship’s Light has looked down Cross Street to Chatham Village Center for almost 200 years. Built and occupied by some of Chatham’s most eminent residents since 1825, it was converted to four housekeeping apartments for summer visitors circa 1945. Lovingly restored by long-time current owners, this gracious antique home offers modern comfort and convenience with the character and charm of a bygone era. Named for my grandmother, the “Lena Coleman” apartment is a three-room, one bedroom gem. Airy and light, the eat-in kitchen boasts a bay window, with a round oak table and chairs and stained glass chandelier; the inviting living room has built in cabinets and a cozy window seat, two comfortable chairs and a smart-TV. Wi-Fi is available throughout the house. Perfect for a couple, the bedroom has a comfortable queen bed and a natural bead-board ceiling with exposed beams. The bath is beautifully tiled with a marble sink and sky light. Enjoy your morning coffee on the private roof deck with your loved one or watch the sunset while sipping a glass of wine. The charm of the apartment is further enhanced by the warm glow of beautifully refinished, hand-laid, wide pine, antique floors. Centrally located within a short walking distance of excellent Chatham dining, shopping and band concerts, the house is three blocks from the town salt water beach on Oyster Pond, and one mile from Coast Guard Beach, a great stretch of Atlantic Ocean and dunes. Many individuals, couples and extended families consider Ship’s Light their vacation home. We invite you to join them in making your vacation something special.The Lena Coleman apartment at Ship’s Light is available for stays of 3+ nights during the summer and shoulder seasons and stays of 2+ nights during the off-season. Other units with unique features are also available and the whole house can be rented as a 5-bedroom home for family gatherings.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Adults only.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
20 reviews
9.6/10
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30
Hotels in Chatham
Brand new 4 bedroom, 2 bath North Chatham home near town and beach. On the first floor, the home boasts a designer kitchen, luxury marble bath, and two bedrooms. Upstairs, you will find two very spacious bedrooms with skylights, and another full bathroom. Fully air conditioned. Washer and dryer. Located on a quiet, family-friendly cul-de-sac, our home is the perfect place for your Cape vacation. Chatham Pier, the Lighthouse Beach, Main Street, and the bike trail are within a mile.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 8.
Outstanding
12 reviews
10.0/10
Check Availability
54
Hotels in Chatham
Description:*Four bedrooms (plus outbuilding with daybeds sleeping four and heating/cooling…great for teens!)*Beds for twelve (max of 12 occupants)*2 ½ baths; enclosed outdoor showerHouse Description: This is a hidden gem just a short walk to Main Street in Chatham! The main house has three zones of central air and has been beautifully renovated. The first floor suite has full bathroom with heated floor and extra deep tub as well as a walk-in closet. With four bedrooms, this house is suitable for two families to share. This home features outdoor and indoor living at its best! Walk one minute to the large town playground and five minutes to Oyster Pond Beach. Drive five minutes to area beaches. Enjoy a burger at the Red Nun just around the corner, and walk three minutes to the shops and restaurants of downtown. The patio in the shape of a home plate features a propane fire pit and outdoor kitchen. Take advantage of the relaxing enclosed outdoor shower. Just past the backyard fence is the best field in the Cape Cod baseball league, the top amateur league in the country. When you are lucky enough to experience a home game, it is a truly magical family atmosphere. You will have the best view in your own backyard when sitting in the lifeguard-chair-style stadium seats (also a nice spot for morning coffee or evening cocktails)! The yard is shaded and private. As a bonus, there is a renovated outbuilding with a hang-out space, desk, Roku TV, X-box gaming system, and extra sleeping for four in twin daybeds with twin trundles, including heat and AC. Please copy and paste the link below to access information about restaurants, shopping, recreational activities, and the house. https://docs.google.com/document/d/1jzXhS7F-228TGr7RZbToCQNyV_iTl2q2Ef-aePGEj2g/edit?usp=sharingAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Amazing
7 reviews
9.6/10
Check Availability
87
Hotels in Chatham
This modern Chatham home, filled with books and art, and surrounded by nature, is a peaceful retreat for those who appreciate the beauty of Cape Cod. Within walking distance to two boatyards and a town landing with kayaking available, and one mile to Harding's Beach, yet tucked away in a quiet residential neighborhood. Beautiful downtown Chatham and bike trail are both about five minutes away. Welcome to your vacation retreat!About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
4 reviews
10.0/10
Check Availability
46
Hotels in Chatham
Ocean Harbor Waterfront. Stunning downtown Chatham Waterfront location with panoramic views, (Little Mill Pond) with beautiful, unobstructed views of both Little Mill Pond and Mill Pond, perfectly sited on the bank to take advantage of the ocean breeze. From the backyard overlooking the harbor, watch the boats come & go, walk down the private stairway to the harbor. Quiet, peaceful neighborhood.Fast WiFi, separate work space/home office and suitable for children. An easy walk to Lighthouse and Andrew Hardings Beaches. And a two minute stroll to Chatham Village's quaint shops and restaurants. The home is in a peaceful, quiet neighborhood which is only a short stroll to go to Chatham Village on Chatham's Main Street. An easy walk to Lighthouse Beach from the house, or to Chatham's Fish Pier, each about a 15 minute walk. Bring or rent your kayaks or paddleboards from the dock within view of the house or bring your boat. This is the perfect water view, in-town location to enjoy everything that makes Chatham a perfect getaway destination for you, your family and your friends. PLEASE NOTE, WE DO NOT ACCEPT NOR WOULD WE EVER REQUEST ANY TYPE OF WIRE TRANSFER WHILE MAKING YOUR RESERVATION. IF YOU RECEIVE A REQUEST TO MAKE A WIRE TRANSFER FOR RESERVING THIS OR ANY OTHER PROPERTY, PLEASE CONTACT HOMEAWAY'S SECURITY DEPARTMENTCompletely renovated-- 4-1/2 Bedroom Home (1 on the first floor) with 3 full baths, a custom kitchen, central A/C, gorgeous wood floors, brick walled patio, Anderson windows, new stainless steel appliances, all new furnishings and a huge ocean-front backyard with private stairway access to the ocean harbor on Little Mill Pond. Steps from downtown and a short walk to Lighthouse Beach and Andrew Hardings Beach. Unique in-town location where you can live on the water and walk into quaint Chatham Village’s unique restaurants and shops! Sleeps 12. Both of the Living Room areas, the dining room, and three of the four bedrooms have amazing waterfront views. Come and enjoy your quiet, private, oceanfront retreat and enjoy the beaches and Chatham Village's Main Street, only steps away! Or simply stay without needing to leave the house or outdoor spaces while relaxing and enjoying the panoramic views.Home was featured by Eileen Cotter of Pure Wander, and here is her Video Walkthrough:https://www.youtube.com/watch?v=_tqi6m8-1zs&t About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.There are 2 sets of bunk beds, a crib & high chair.About customRules:Cancellations w/in 30 days will be refunded except service fees for amount we're able to rent same dates for. Summer weeks Saturday to Saturday bookin.Due to the peaceful setting of the neighborhood, please limit noise after 10pm. Thank you! Parking is limited to the driveway and garage only.,Tents, amplifiers, speakers and extra tables will not work on the sloped back yard. No on-street parking per town rules..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 20,Quiet events are fine with a maximum of 20 guests.
Outstanding
10.0/10
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