Vacation Rentals By Owner In Nantucket, MA

Experience a comfortable and modern stay in the heart of bustling Nantucket. Our house is just a 5-minute walk from the downtown area and 10 minutes from the ferry terminals. Relax in our spacious rooms and enjoy stunning sunrises and sunsets while barbecuing in the private yard. Step outside to a public beach only 100 feet away and enjoy kayaking or paddle boarding in the pristine harbor. Conveniently located on the Washington Street bike path, you won't need a car, but we offer parking if you bring one. Use our tandem kayak (1) and stand-up paddle boards (2) for a truly immersive beach and town experience.

Waterfront, Town Historic District, Stunning Harbor Sunrises, Magical Sunsets

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$2047.83

Everyone loves this beautiful home in a private location in the middle moors surrounded by state forest yet close to town and Monomoy beach. Sleep like babies. Open floor plan, huge 1st floor master, Quaint quiet well kept neighborhood close to everything. Lovely outdoor spaces. Gorgeous walking paths and biking trails right off the road, 1.3 miles ( 5minute drive ) to town or bike to town or Sconset. This lovely well built home is bright light fresh open airy home in well kept neighborhood. Comfortable and beautifully furnished. Large living room, kitchen, dining and laundry area. Well stocked kitchen. Central Air-conditioning, 2 Decks one off master suite and one off dining area with outdoor shower, 4 large bedrooms, 2 1/2 baths, all appliances, furnishings, large 1st floor master with sitting area and big gorgeous bathrooms. Central Air conditioning but open the windows and hear the birds and feel a beautiful breeze. Huge yard with privacy all around. Bike everywhere. Very quiet wooded safe neighborhood.brCable, wifi, wireless and gas grill and patio lovely landscaping around yard. 1 mile to edge of town, beach & grocery store. Car is most convenient (call the steamship authority in late January)but Shuttle bus stop is just across the street from the neighborhood and bike trail is right next to it. Great for families, girls weekends, wedding attendees. You and your family will just LOVE it!

Private upscale 4BR escape near town , peaceful setting & perfect for families.

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$911.47

Newly renovated, bright and well designed 2BD, 2BT in convenient mid island area that is great for family with kids or a small group of friends. Could sleep up to 4 people. Private entrance.1Spacious BD with king bed, a couch, BT/shower, a desk. Another BD with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs, umbrella and linens provided.

Apartment

SUNNY second floor 2BD, 2BT

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1914.57

This charming two story four bedroom Madaket beach house offers breathtaking panoramic water views. Located on Smith's Point, a tranquil peninsula at the western tip of Nantucket, this home offers views of both the bay and the ocean! Just a 2-3 minute walk to either Madaket Bay or Madaket Beach! Choose the Bay Side for calmer water or Beach side for waves and surf. The Bay side is perfect for families with young children and for Stand-Up Paddle Boarding or kayaking. A short 5-minute walk over a picturesque wooden bridge leads to the bike path, small general store and ice-cream stand, Millie's Restaurant (dine-in & take-out) and shuttle service to/from Nantucket town. Famous for spectacular sunsets, Smith's Point offers visual splendor well into the evening hours. brbrThis upside down house's great room, kitchen and dining area are on the second floor so guests can thoroughly enjoy the breathtaking water views. The fully equipped kitchen features a central island with stool seating, and the adjacent large dining area comfortably accommodates ten people. Guests can enjoy the sweeping water views and stunning sunsets from the expansive deck. There is an A/C window unit in the Master bedroom (upstairs) and in the largest bedroom downstairs. Family amenities include propane grill, bicycles, bike helmets, beach toys, Stand-Up Paddle Board, Boogie-Boards, Cable TV, WiFi, DVD player, MP3 portable speaker, books and board games. Easily accommodates two families. No Pets allowed. No landline telephone. brbrSaturday to Saturday Rental (unless otherwise agreed upon)brbrEFFECTIVE JULY 1, 2019: ALL SHORT TERM RENTALS ARE SUBJECT TO 11.7% STATE & LOCAL ROOM OCCUPANCY EXCISE TAXES.

Beautiful Madaket Nantucket Home With Panoramic Water Views

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1492.42

This home boasts an open kitchen, dining and family room overlooking a very large wrap deck. Its gourmet kitchen comes fully equipped with custom cabinetry, granite counter tops and every imaginable amenity. The master bedroom suite features a Jacuzzi, TV private entrance onto the deck from a master bedroom sitting area and is handicap friendly.brbrKitchen and dining area are open to family room with TV.brbrAn additional living room with a fireplace provides a quiet place for reading and relaxing. Upstairs three additional bedrooms, a full bath, laundry room, and a large sitting room with TV and queen futon for an occasional visitor are available. brbrA one bedroom guest apartment with shower bath, a complete kitchen and living room are over the garage. This area has its own private deck and makes a great spot for nanny or guest that likes more privacy.brbrThis home is perfect for family gatherings, and is privately nestled in the pines with decks that are great for sunning or dining. There is lots of afternoon sun and evening sunsets. Because the home abuts forever-wild properties on two sides, you may often see wildlife wandering about. The home has 4000 square feet of living space with spacious lawn area for backyard activities. Home is 450 feet from the island bike paths and shuttle stop.brbrThere are two complete laundry areas, one on the second floor and the other in the garage. An after swim outside enclosed hot/cold shower area helps to keep sand outside. Many games, books, boogie boards, beach chairs, umbrella, backyard games, jogging stroller, booster chair, Pack and Play, beach toys, TVs and videos are in the home for guest's use.brbrKeywords: House

New, Spacious, Private, Nested in Pines - 5 BR/3.5 BA Sleep 12

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$2872.29

Waterfront at its best! Landfall is located directly on Nantucket harbor with its own private bay beach, short walk to the ocean beach, and 50 yards from the Wauwinet Inn. The home was gut renovated in 2011 and is designer-decorated. The property boasts a large yard and offers immense privacy. brbrCOTTAGE -Sweeping views of Nantucket harbor dominate the 20' x 30' great room with cathedral ceilings, custom millwork, top of the line appliances (wolf, subzero), 42 flat screen TV and cozy sectional. Enjoy morning coffee from the tranquility of your covered porch overlooking the beach or cocktails while watching the sun set over the harbor. brbrSTUDIO - Brand new separate structure with own bath, outdoor shower, and covered porch. This 12x20 structure has wifi, TV and full bath with sleeping loft. Queen sized bed on ground floor with 2 twins in the loft. Perfect for teenage kids, nanny or additional couple.brbrSHED/OFFICE- Also brand new 8x10 structure that is separate from the cottage and studio, fully wired with wifi - perfect spot to get some work done with privacy.brbrbrWalk down to your own private sandy beach which is great for kids, swimming, collecting shells, sailing and boating. Hop on your boat (a boat mooring is available for your use - bring your boat or rent one!) to town, Coatue, or wherever the day brings. Walk across the street to a semi-private path to the Atlantic ocean. The property is also located just 3 houses south (50 yards) of the Wauwinet Inn, which boasts award-winning fine dining, a bar, and spa and tennis facilities. It's a dream house in a dream location.... Read the reviews!brbrbrbrbrbrLOCATION, LOCATION, LOCATION - and COMFORT!!brbrbrbrKeywords: Waterfront, beach, ocean, boat, wauwinet, fish, kayak, sail, mooring, new, nantucket, sunset

Waterfront in Wauwinet

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$450.0

Mariner House is located thirty miles off the coast of Cape Cod on the beautiful island of Nantucket. In the heart of the quaint historic downtown quarter you can immerse yourself in a bit of whaling history. In 1846 Master Mariner and Whaling Captain William Jernegan built the Mariner house as a private residence. It has since been renovated into six tastefully decorated apartments, operating year round. Mariner House is within walking distance to the worn cobblestones of Main Street, to casual and gourmet dining, beautiful beaches, boats, boutiques, galleries, historic landmarks and museums.

Apartment

DOWNTOWN NANTUCKET APARTMENT

Nantucket, Massachusetts, United States

1

Bed

1

Bath

Exceptional(36)

$1660.3

Bright Nantucket cottage on a private wooded acre. 3BR, 2BA, new kitchen, central AC, decks, outdoor shower. Walk 10 mins to Surfside beaches. Fully stocked for beach days.brbrThis beautifully maintained Nantucket cottage, designed by renowned architects Bentley-Churchill, offers 3 bedrooms, 2 full baths, central AC, and a brand-new kitchen. Bright and airy with classic white shiplap walls, updated bathrooms, and new linens throughout, the home is crisp, comfortable, and thoughtfully decorated.brbrSet on a private, wooded acre, the property features two mahogany decks, including a large south-facing deck with grill and teak dining for 8, perfect for outdoor meals and relaxing. A peaceful front deck with rocking chairs and a classic Nantucket outdoor shower complete the outdoor space.brbrLayoutbrMain Floor: Open living, dining, and kitchen area with French doors to the deck. Two bedrooms (one queen, one with two twins) share a full bath with a spacious walk-in shower.brbrSecond Floor: Private primary suite with queen bed, full bath, walk-in shower, and balcony.brbrLocated just a 10–12 minute walk to Surfside’s south shore beaches including Fisherman’s, Steps, and Nobadeer. Nobadeer is especially popular for families and allows vehicle access onto the beach. The home is fully stocked for beach days with chairs, towels, umbrella, coolers, and more.

Private Nantucket Cottage Walk to Surfside Beach

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$914.55

Your perfect seaside Nantucket getaway is our idyllic guest cottage in town, on the corner of historic Orange Street and Dover. Just blocks from Main Street and 2 blocks from Frances Street Beach. Lovingly restored and fully styled in coastal chic, this 1900 built guest cottage with private outdoor garden lounge is completely renovated with all the appointments. Open style loft with 1 full/double bed upstairs, plus 1 twin xl daybed in living room on first floor, plus a full sleeper sofa on first floor, with mini fridge, coffee maker, microwave, living room, full bathroom, plus outdoor shower, outdoor living room, garden and outdoor dining area.

Beach chic guest cottage, in town, just renovated

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$921.53

Charming 3 bedroom Cape style home on quiet cul-de-sac in beautiful Nashaquisett neighborhood. House fully equipped for easy family living with all amenities including gas grill, outdoor furniture, children's games, and cable TV. brbrRelax on the rear deck while grilling after a day at nearby Surfside Beach or after jumping on the bike path only a minute away. A lovely master bedroom with queen bed has its own full bath. Two charming smaller bedrooms feature one with queen bed and the other with two twins. They share a full bath. A washer/dryer makes laundry easy and convenient.brbr'Gail Winds' is located in Nashaquisett but is independently owned and not part of the cooperative. Therefore, we cannot offer use of the pool or tennis courts.brbrOur house is available for one or two week rentals in season.brbrA white picket fence greets you as you approach Gail Winds'!brbrKeywords: Surfside beach, bike-path, mid-island, well maintained community, private, cul-de-sac, convenient

Charming, Family Friendly Home Near Surfside Bike Path

Nantucket, Massachusetts, United States

3

Bed

2

Bath

6

Sleeps

$2136.26

A quintessential Nantucket single family home in the heart of the #1 Island in the World, ranked by National Geographic. The impeccable Cynthia Cottage overlooks distance views of Nantucket Harbor (from upper floor) and is a five minute stroll to Main Street. Gorgeous new construction of the highest quality. Professionally decorated. Interior fireplace, 2-King bedrooms with Stearns & Foster Thornham Plush Pillow Top Mattress. Plush Matouk custom bed linens and towels. Gourmet fully equipped kitchen. Professional range and oven, dishwasher, refrigerator, Keurig coffee maker and pods, Sonos music system, expanded cable TV and WiFi. Beautiful bathrooms with double vanity, over sized shower with perpetual hot water system. Full pull out custom sofa with plush mattress. Washer and dryer. All essential toiletries, dish washer and laundry detergent included. 4-beach chairs, umbrella and cooler. Outdoor gas grille and teak dining patio.

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1707.41

This charming house is located on the bluff in Siasconset village on Nantucket Island with nothing between it and Spain (except the ocean of course). It is a few minutes walk from the Siasconset stores - groceries, ice cream, cafe etc. brbrOn the second floor, the house has a master (queen bed plus single bed) with an adjoining room with twin beds and a sink. Additionally upstairs, there is another queen bed room and a single-bed room and a full bath with tub and shower. Both the master bedroom and the other queen room have a large walk out deck overlooking the ocean. brbrOn the first floor, there is another bedroom with a double bed and full bath with a large tub (no shower). Also, on the first floor there is a full kitchen with pantry, dining room, small cozy living room and an extended living room. The front outside patio (accessed from the dining/living rooms) overlooks the front lawn and ocean. The patio is protected on three sides and is a wonderful spot for semi-private outdoor breakfasts. (The neighbors sometimes pass by the bluff on their walk to the historic Siasconset Lighthouse on the point.)brbrThere is an enclosed outdoor shower and steps down to the private beach. There is a strong undercurrent here so it is recommended you walk down the beach to the public section where there is a lifeguard for swimming.brbrThe house if furnished with lovely seaside decor and is in a great location with a long private driveway and parking for two cars. The yard has plenty of room for croquet/volleyball etc..brbrbrbrKeywords: House

Beachfront Siasconset 5 Bedroom House on Bluff

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$637.81

Fish from your back yard! Kayak from our house to Miacomet Beach! Bike to town in 10 minutes! Relax on the deck! Enjoy the waterfowl!brbrOur home is located on the peaceful, northern end of Miacomet Pond and abuts 5 acres of Land Bank Conservation land. This pleasant, contemporary home has been extensively renovated, has an open spacious feeling and is tastefully decorated. The first floor features a cheerfully open living room, fireplace, dining room, and fully equipped kitchen renovated in 2020, plus a den, bathroom with shower, large deck, washer/dryer, two porches and an outside shower. Upstairs there are three bright bedrooms. The master suite has a king bed, and its own designer bathroom. The second bedroom has a queen bed and private access to the other bathroom with tub and shower. The middle bedroom has bedroom with a twin bed and a trundle bed (sleeps 3). Also on the second floor there is a computer nook. The house has high speed wireless internet service.

Understated Elegance on Serene Miacomet Pond

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$1675.5

This traditional colonial Naushop home feels contemporary and fresh with an open concept floor plan, refinished hardwood floors throughout, and bright sunshine flooding through the numerous windows in every room. From stainless appliances, central ac, designer furnishings, to luxury linens, our home offers everything you need for a family vacation, while feeling pampered. Flat screen televisions in every room offering DIRECTV Choice with 175+ channels including HBO, SHOWTIME, STARZ and CINEMAX. 52 SMART TV in Living Room for NETFLIX, AMAZON PRIME. DVD in the children's suite allow multiple families to have some down time on their own between beach fun and dinner plans. Modern and simple decor create the ambiance of hotel sophistication with the amenities of a warm and cozy home. Chefs industrial 6 burner, double oven stove with griddle top, allow for creative fabulous meals and big family feasts. Outdoor living includes private patio with Weber grill and BRAND NEW outdoor shower.brAll this with the resort like accommodations that beautiful Naushop has to offer. The swimming pool, tennis courts, pickle ball, playground, and clubhouse will allow you a vacation to relax while creating lifetime family memories. Close access to Bike Path, bike rentals, Airport.

Sundrenched Beach Chic

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$2545.16

CANCELLATIONS: Summer weeks - June 20 to Sept 5 - if able to rebook home - refund up to new rental amount - not to exceed your rental amount. Non-summer rentals - 30 days notice.brCAR FERRY: transferrable car ferry reservations available for all summer weeks. Guest reimburses owner for cost.brOUR HOME: This charming custom built home is an idyllic place to spend your vacation, within minutes of Main Street where you can enjoy the best Nantucket has to offer, including restaurants, shopping and galleries. Completely redecorated from top to bottom, this five bedroom, five bath home on three levels is beautifully appointed with lovely amenities including brand new furniture throughout, 5 bathroms (3 renovated in 2025), flat screen televisions(3), two wireless Sonos music pods, luxurious Matouk linens, 2 desks with full screen PC workstations, down pillows, central air and a screened porch that seats 10. First floor den with desk and desktop for private work area. A truly gorgeous, well-appointed home for a quintessential Nantucket vacation.brbrFirst Floor: Enter into the welcoming foyer with a cozy den to the right, perfect for games, puzzles, watch television, or work from ACK as an office with a desk & chair and pocket doors for privacy. A full bath is attached to the den. The hall leads to a bright, sunny kitchen with brand new appliances and soapstone countertops, along with a center island to enjoy your breakfast. A charming butler’s pantry is attached to one side and mudroom to the other, complete with custom built-ins for beach towels and flip-flops. The kitchen opens to dining room with seating for 10. The family room features a beautiful seating area, Mac desktop computer & desk to work on, a large 55-inch flat screen TV, Sonos wireless music system, fireplace and French doors that open to the screened porch, which features a brand new, very large Frontgate sectional, with seating for 10, that will serve as the primary gathering spot for morning coffee or late night cocktails for all. The backyard’s private garden with mature privet hedge, beautiful hydrangeas and roses, offers gas grill and teak dining table, ideal for al fresco dining under the stars.brbrSecond Floor: 4 bedrooms. A large, bright master bedroom suite features a king-sized bed, fireplace, sitting area and gorgeous window seats for enjoying a book and the sunsetting westward views. Includes a spacious walk-in closet with built-ins and a large, renovated in 2025, marble bathroom with two sinks and walk-in glass shower. There are three additional bedrooms on the second floor. One has a queen bed featuring an ensuite marble bathroom. The other two bedrooms, one with a queen bed, and the other with two twin beds, share a newly renovated in 2025 marble bathroom with two sinks and a walk in shower. brbrLower Level: The open lower level features another spacious family room with generous seating, a 55” flat screen television, iPod dock and access to the back yard. The guest room has two twin beds and a full shower bathroom. A large laundry room with two pairs of new washer and dryer is also located on the lower level. There is a bonus room for yoga, stretching and other floor activities.brbrOther: Off street parking for two cars, central air, minutes to Main Street and Cliff Beaches, easily accessible to Madaket and Cisco bike paths, beach chairs, sun umbrellas & beach towels for 10.

In town/5 Bd/5 Bth/3 Fam Rms/screen porch/car ferry reservation for summer wks

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$880.04

C0042411970brbr7 night minimum, Saturday to Saturday, between June 1 and October 31.brbrCharming single story home with cathedral ceiling and central Air Conditioning. Enter into the living/dining area with sliding glass doors to the back deck and outdoor shower. Kitchen with granite countertops and all appliances. Bedroom with private bath and Queen (tub+shower), Bedroom with private bath and 2 singles (shower), laundry room.brbrPrivately located on 3 acres in Tom Nevers, shared driveway. 1 mile from Tom Nevers Beach, ball fields and playground. 2 miles from Siasconset Golf Course and picturesque Sconset Village.brbrSaturday to Saturday bookings only in summertime.

Charming 2 Bedroom Cottage

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$724.93

Tuck’t in Back Cottage: Your In-Town Retreat on Nantucket Island brbrAVAILABILITY AS OF June 1, 2026:brbrSPECIAL RATE: June 6-9 @$399 nightlybrJune 14-16 @ $549 nightlybrJune 28-July 2 @ $599 nightlybrJuly 6-7 @ $599 nightlybrJuly 15-16 @ $599 nightlybrJuly 20-22 @ $599 nightlybrAugust 13-19 @ $599 nightlybrAugust 29-September 3 @ $599 nightlybrSeptember 7-8 @ $599 nightlybrSeptember 23-October 7 @ $549 nightlybrbrOur 5-star-rated premier, in-town vacation rental property on Nantucket Island is within a short walk of Main Street's shops, restaurants, attractions and activities and thus has become home for a number of regular guests who simply love the amenities, charm, convenience and hospitality of a well-cared-for vacation rental sanctuary with everything you might need to make the perfect getaway for a few days, a week or even longer. 2026 is already booking up rapidly so please take a look at our offering and let us know if we can help make your visit to our island special. We'd love to welcome you at Tuck't in Back Cottage, one of Nantucket's most sought-after and delightful in-town stay options for one to maximally two adults.brbrTuck't in Back Cottage consists of a bi-level Nantucket Cottage where you can pull up and enjoy a close in-town location without the noise, hustle-and-bustle and concentration of island vacationers and day trip visitors and yet get to the heart of the action within minutes. brbrThe Cottage's lower level consists of a welcoming tiled mudroom containing your own private laundry facilities and access to the upstairs apartment. The spacious upper full-floor, studio apartment features a king bed, drop-leaf dining table, comfy living room seating and state-of-the-art bathroom and kitchen. The beautifully renovated, tile and marble bathroom includes an enlarged shower stall with rain shower head and hand controls with a lovely vanity and commode and is supplied with premium toiletries and plenty of stored extra bath and beach towels. The updated kitchen includes a stainless-steel refrigerator-freezer with automatic ice maker, top-of-line dishwasher, solid surface range and oven, and an array of smaller appliances (microwave, automatic drip coffeemaker, automatic can opener, toaster oven) along with every conceivable kitchen aid and houseware item you might need to make your visit pleasurable. Cable TV and WiFi is provided at no additional charge.brbrOutside you can enjoy your own private sundeck, outdoor shower and usage of all types of beach equipment, not to mention a designated off-street in-town parking space if you're using a vehicle on the island.brbrWe think you'll agree that Tuck't in Back Cottage's amenities and convenience provide our guests a much better value than that of other costly island hotel or inn. brbrPlease inquire today with any questions you may have and reserve before all our available dates become a thing of the past. We look forward to welcoming you at Tuck't in Back Cottage on beautiful Nantucket Island soon for a first or repeat visit, which understandably may very well become a tradition of yours for years to come...Nantucket has that effect on many people! brbrPlease tell us a little about yourselves and the purpose of your visit when requesting a reservation so we may help you assess whether our property is the right option for you.brbrWe look forward to hearing from you. Many thanks for reading this far!brbrSincerely,brDavid & JeffreybrBack Street ACK, LLC

Charming Convenient & Affordable 5-Star In-Town Location->June 6-9 SPECIAL RATE

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$2714.31

3 Bedroom / 3.5 Bathroom Nantucket-style house in Surfside with a private walkway to the beach. Tucked away on a quiet road with a circular driveway. Bright, open living area. Large deck overlooking landscaped backyard. Short drive to town. brbrAll bedrooms have en suite bathrooms. Wireless internet throughout the house with Samsung Smart TVs in living room, master suite and twin suite. brbrBackyard has a pool, hot tub and complete privacy. The house has central AC and heat with individual controls in each bedroom to customize the temperature for all guests. brbrOne week minimum stay for July and August.

Private Beach House in Surfside

Nantucket, Massachusetts, United States

Bed

Bath

Sleeps

$2534.43