Boutique-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.

About this spaceWelcome to a beautiful Coastal retreat! — a spacious seaside escape perfect for families or groups. Steps from the beach, Main St & Chatham Bars Inn, this elegant 10-bed retreat blends comfort, fun, and Cape Cod charm.*0.4 mi to beach, 0.5 mi to charming Main St & Chatham Bars Inn* Tranquil front porch & lawn with kids’ playset* Game room: pool table, Apple TV, games* Open-concept living with stunning 2-story glass walls* Full kitchen, laundry, fast WiFi* 10 beds + soundproof divider setupThe spaceEscape to Coastal Haven, where sophistication meets family-friendly fun. Picture yourself enjoying sunny mornings on the porch, lively afternoons in the game room, and cozy evenings sharing drinks on the lush lawn. Ideal for multi‑generational stays or reunions, it caters to couples, families, or friend groups craving comfort, entertainment, and unforgettable gatherings. With sleep setups tailored to your clan and easy beach-town access, every stay feels effortlessly luxurious and thoroughly fun.Welcome to this 7-bedroom, 4-bathroom seaside home that accommodates up to 14 guests—perfect for family vacations, group getaways, or corporate retreats.* Sleeping Arrangements:Master Suite (1st floor): King bed, ensuite bathroomGuest Room (1st floor): Queen bed, full bath2nd Floor: Two large rooms convertible into four with sound‑proof walls—six twin bedsGround Level Bedroom: King bed + couch, sliding access to front lawnLiving Room: Sofa bed / folding mattress* Living & Dining Areas:Open-concept living with 2-story ceilings and full glass wallsSpacious sectional couch and smart TVDining sets seating 8+ at table and bar seating for 4Fully equipped kitchen with stove, oven, dishwasher, coffee maker, and more* Bathrooms:Bathroom 1: Ensuite in master—spa-equippedBathroom 2: Full shared bath (1st floor)Bathroom 3: Ground-level full bath adjacent to laundryBathroom 4: Shared upstairs bath* Entertainment & Amenities:Ground-level game room: pool table, Apple TV, puzzles, gamesFront porch with seating overlooking lawn and kids' playsetBackyard with plenty of space with a large lawn, hammock, spike ball - open flames and firepits are not permitted.Laundry room, high-speed Wi‑Fi, parking for up to 6 carsNestled in the heart of Chatham, just 0.4 mi from the beach and 0.5 mi from Main Street and Chatham Bars Inn, Coastal Haven offers an unbeatable location.* Top Attractions Nearby:Chatham Lighthouse – historic beacon with scenic dune viewsChatham Fish Pier – watch local fishermen, seals & savor fresh seafoodHarding’s & Lighthouse Beaches – sunbathing, swimming & sunset walksAtwood House Museum – a look into 18th‑century Chatham and maritime lifeMonomoy National Wildlife Refuge – birdwatching and peaceful trailsBeyond these, enjoy boutique shopping and dining on Main Street, family baseball games at Veterans Field, and seasonal shark or wildlife cruises. With beaches, history, and coastal charm steps away, your perfect Cape Cod escape awaits!Guest accessWhen booking this house, it is all yours. Enjoy the large front deck, the smaller deck out back, and a huge front yard with play set for the kids. You'll find peace and comfort in this quiet private setting in the best location in Chatham.** Places of Interest Within Minutes of House **Main Street - Shopping, art galleries, restaurants (0.5 miles)Fish Pier - Watch fishermen land today's catch, then buy it (0.7 miles)Oyster Pond Beach - One of several kids' beach (1.1 miles)Cape Cod Bike Trail - Trail and bike rental (1 mile)Community Center - Indoor b-ball, kids' game room (1 mile)Beaches to walk or drive to:Haloway/Lighthouse Beach (no fees, 0.2 miles)Chatham Bars Inn (CBI) or Caflin Beach (.5 miles)Scatteree Beach (salt water fly fishing, no fee, 2.0 miles)North Beach (by boat, swim, surf, surf casting & fly fishing, 1 mi)Lighthouse Beach (surf casting, no fees, ltd parking, (0.5 miles)Many others within 4 miGolf: Seaside Links 9 hole, public course by CBI (0.7 mi)Captain's Course (36 holes)Eastward Ho! Country Club (private)Cape Cod National (private)Spas: CBI, Sol Spa, Le Petite Day Spa (0.7 to 2.0 miles)Tennis: CBI, Wequassett Inn, Chatham Public Courts (0.7-1 mi)Friday night band concert downtownChatham A's Baseball** Airport and Transportation Info **Boston/Logan Airport 91 milesProvidence/TF Green Airport 101 milesHyannis Airport 21 milesChatham Airport (CQX 3,000' runway) 2.1 milesHarwichport Ferry to Nantucket 7.4 miles Keywords: Chatham, MA Rental, Private, clean, family rental, convenient, fishing, beaches, Golf, spa, downtown Chatham, green, pleasant, ocean,About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Cedarworks Swing Set & large front yard.About customRules:Absolutely no fire pits of any kind or use of the fireplace..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 26.About events:No events allowed.

** 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 ChargePoint 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 1828, 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.

** 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 ChargePoint 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 1828, 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.

** 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 1828, 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.

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 two 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, 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 events:No events allowed.

Located on the Loop in scenic Chatham, this house rents Saturday to Saturday. The large living room opens onto a deck with casual seating. The well appointed kitchen/great room opens onto a second deck with a dining area. Both decks overlook conservation land with an abundance of bird life and sea breezes off nearby Stage Harbor. Comfortable beds with new linens, two Wifi enabled TVs, high speed internet, Bluetooth stereo and a study loft complete the picture.The Loop has become a Chatham institution favored by walkers, runners and cyclists. The straight Cedar Street section then winds down to scenic views of Stage Harbor, past the Harbormaster's Office and Town dock, then climbs back up to Oyster Pond. Or turn onto Bridge Street to make your way to the Atlantic beaches and along Shore Road, returning to the house through town.The house is a 5 minute walk from the public landing at Battlefield Road. The beach there is a popular spot to launch a kayak or stand-up paddle board or simply to frolic in the protected waters of Stage Harbor. The house is a mile from family friendly Oyster Pond Beach and a little over a mile to the restaurants and shops of downtown Chatham.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 events:No events allowed.

Charming 3 bdrm/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-Bedroom #2: Queen Bed and Twin bunkbed-Bedroom #3:Queen Bed, Couch, Smart TV-Bathroom #1- full/Glass shower -Bathroom #2: 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 seasonallyDistance to:Fish Pier .8 milesChatham Bars Inn 1 mileLighthouse Beach 2 milesJackknife Beach/Cove 2.4 milesChatham Main Street- 1.2 milesOyster Pond - 1.2 miles Hardings Beach- 3.7 milesBest and most beautiful town on the Cape. Come enjoy our piece of heaven and make yourselves at home! Permit #-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.