Boutique Hotels in Chatham

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 minBookingAge:Minimum age to rent: 25.About events:No events allowed.

Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our new second home. We simply fell in love with our place due to its beautiful placement on Mill Pond. In season, we only make our place available a few weeks a year. Because we love our new second home, we meticulously take care of it and hope to provide a personal experience that the other major rental corporations on Cape Cod cannot provide. Our home is a 3-story Colonial Cape style home with 4 bedrooms and 2.5 bathrooms located on Mill Pond in South Chatham. What truly differentiates our home from others on Cape Cod is our own private small beach and a patio overlooking Mill Pond. Mill Pond is a small private pond with no public access which keeps this area particularly clean and peaceful throughout the season. The top floor includes two bedrooms: a master bedroom with king sized bed, walk in closet and very large ensuite bathroom with shower and a second bedroom with double and twin beds with ensuite bathroom with a tub/shower combination. The main floor includes a patio, living room, dining area with sweeping pond views, kitchen and half bath. Finally, the ground or above ground basement floor includes the laundry and two bedrooms which have a queen bed or a double bunk bed respectively. The bedroom with the queen bed includes a patio door with outdoor shower access. Other amenities included with our home are central AC, a full washer and dryer, a new Weber Barbeque on our patio, a fire pit with Muskoka chairs, outdoor shower with hot and cold running water, high speed wireless internet and the premium Xfinity TV package on both TVs in the house. For use on the pond we have a Kayak, Canoe and an inflatable paddle board with a few life jackets provided. White linens (all purchased new for the 2023 season), bath towels, basic toiletries, dishwasher tabs and all kitchen utensils and plates will be provided to guests. Guests will have ongoing contact with us for questions or concerns and will have the availability of a local caretaker/handyman for emergencies. Area attractions include the quaint town of Chatham, the Cape Cod rail trail and at least 4 beaches in Chatham and Harwich within 2 miles including Red River Beach, Forest Beach, Ridgevale Beach and Hardings Beach. We are walking distance to the famous burrito shop "The Corner Store" and a very short distance to a large Stop & Shop grocery store.There are a few important disclosures about our place that guests should be aware of. There are no bedrooms on the main floor so stairs are required to get to all bedrooms in the house. This is an important consideration for guests with reduced mobility. Our place is located on main side street with some significant traffic from 7:00am-4:00pm due to a landscape supply depot down the road. There is absolutely no on street parking but our driveway can accommodate 4 cars. One of our neighbors owns a Roster which can be heard early each morning if the windows remain open. As everywhere in the Cape near ponds or in highly wooded areas like our property, occasional bugs may be present in and around the house, but most of our Anderson windows have screens to keep them out. Finally, we have a doorbell camera monitoring our front door. If you have any further questions or concerns, please message us and we will be quick to reply.About pets:No pets allowed.About checkOut:Check out before 11:00 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: 25.About events:No events allowed.

Charming 5-Bedroom Home in the Heart of Downtown Chatham – Walk to Beach, Shops & MoreWelcome to your perfect Cape Cod getaway! Ideally located in the heart of downtown Chatham, this beautifully updated 5-bedroom, 2.5-bath home offers the best of both worlds: a quiet retreat just steps from the vibrant charm of Main Street and a short walk to the beach.This cozy and thoughtfully decorated home features a brand-new luxury kitchen with high-end appliances and central air conditioning throughout. The spacious first floor offers two inviting living rooms—one perfect for the kids and another just off the kitchen, ideal for relaxing or entertaining. Both living rooms are equipped with large flat-screen TVs and custom built-ins.Upstairs, you’ll find four comfortable bedrooms: two large bedrooms each with a king bed, and two additional bedrooms with two twin beds each—perfect for families or groups. A small reading nook at the top of the stairs adds a touch of quiet charm, along with a full bathroom.The open-concept kitchen overlooks a screened-in porch with a dining table that seats ten comfortably, creating the perfect space for evening meals or morning coffee. Step outside to enjoy a nice-sized yard and space to unwind after a day at the beach.Additional amenities include:Parking for four vehicles (but lots of free parking nearby)All linens providedWasher and dryerWi-Fi & Smart TV'sBeach gear available - Beach chairs, umbrella, boards, cart etc.Tucked away on a peaceful alley just off Main Street, you're only a short stroll to the Chatham Orpheum Theater, ice cream shops, restaurants, and boutique shopping. Whether you're in town for sun and sand or dining and culture, this home is the ideal base for your Cape Cod adventure.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: 25.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.

Spacious, newly renovated home off Shore Rd. Steps to Chatham Bars Inn, Fish Pier, Cow Yard Beach, Veterans Field, and downtown. Features new furniture, large open living space, brand new floors, kitchen, baths, AC, patio, outdoor shower, SONOS inside and out, laundry, and ample parking. Your family will be close to everything when you stay at this centrally-located retreat.About pets:Pets allowed: dogs (limit 1 total).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.

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.

Welcome to our charming 5-bedroom vacation home in the heart of South Chatham! Nestled just a 3-minute drive from the stunning Cape Cod Beaches and a 20-minute drive from the breathtaking Cape Cod National Seashore, this property offers the perfect escape for your next getaway. Spend your days soaking up the sun on the beach loungers, then return to your fully stocked kitchen to prepare delicious meals. Enjoy your favorite shows on the smart TV with satellite/cable channels, or catch up on laundry with the convenient washer and dryer. With 3.5 bathrooms, air conditioning, and all the essential amenities, you'll have everything you need for a comfortable and relaxing stay. Venture out to explore the quaint town of Harwich Port, just a 4-minute drive away. Whether you're seeking a peaceful retreat or an adventure-filled vacation, this property has it all. Book your stay today and experience the beauty of Cape Cod!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.