Home Vacation Home Rentals By Owner In Nantucket, MA

Showing 220 Of 612 Vacation Rentals
Slider Thumb
Exceptional(1)

$2696.76

/ Nightly
Private Vacation Home

Private 4BR Nantucket Retreat . Walk to Town. Ideal for Families

Nantucket, Massachusetts, United States

Spacious Nantucket Retreat | Private Setting, Walk to Town & BeachesbrbrEscape to this beautifully spacious Nantucket home, tucked away in a serene private setting yet conveniently close to Town and the island’s iconic beaches. Perfect for families or couples looking to relax and recharge.brbrYour home away from home in Nantucket has four bedrooms. This chic, beachie interior features three king beds and one queen bed. Enjoy the serene surroundings of conservation land and modern amenities like a washing machine, AC, WiFi, and a fully equipped kitchen. With four bathrooms equipped with showers and hair dryers, your comfort is our priority. Experience the magic of Nantucket at our phenomenal house.brbrEnjoy scenic walking and running trails nearby, and unwind in the evenings with majestic sunsets that paint the sky in breathtaking colors.brbrThe Space:brbrBright, airy living spaces with coastal charmbrMultiple bedrooms for flexible sleeping arrangementsbrFully-equipped kitchen and outdoor dining areabrExpansive yard, perfect for lawn games and outdoor loungingbrbrLocation Highlights:brbrMinutes to Nantucket Town’s shops, restaurants, and galleriesbrShort drive with limited traffic or bike ride to Miacomet golf, Cisco Brewery, or Nantucket south shore beaches brEasy access to several pristine north shore beachesbrNearby scenic paths for walking, running, and bikingbrbrWhether you're savoring your morning coffee on the patio or catching the last light of day, this home offers the perfect Nantucket getaway.brbrPreference given to multi-week or full-stay rentals.
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(37)

$1675.5

/ Nightly
Private Vacation Home

Location! Location! Classic Nantucket 6-Bedroom Home Steps From Town!

Nantucket, Massachusetts, United States

Location! Location! Classic Nantucket 6-Bedroom Home Steps From Town!brbr*****One-week Saturday–Saturday minimum rental required in peak season (Memorial Day through Labor Day)*****brbrWelcome to Pleasant Times, a 6-bedroom, beautifully preserved 1807 Nantucket home recognized by the Nantucket Historical Society. Steeped in history and classic New England charm, this home offers a unique blend of character and comfort—ideal for couples, families, or a group of friends, it comfortably accommodates 10–12 guests.brbrInside, a series of inviting living spaces—living room, parlor, dining room, a newly renovated eat-in kitchen with pantry, and three gas fireplaces—create the perfect setting for gathering and relaxing. Thoughtful updates include ceiling fans and built-in speakers throughout, modern bathrooms, A/C, and an outdoor shower for rinsing off after a day at the beach.brbrUpstairs, you’ll find flexible sleeping arrangements, including three king, one queen, and one full bedroom. The third floor features a cozy sitting area and a bedroom with one King and one twin bed—perfect for kids or additional guests.brbrOutdoors, enjoy one of the rare larger in-town fenced yards—ideal for grilling, lawn games, or simply relaxing in the Nantucket breeze.brbrCentrally located, Pleasant Times is just a short walk from the ferry and downtown Nantucket’s shops, restaurants, historic landmarks, and museums. Beaches and scenic trails are only a quick drive or bike ride away. Once the home of Captain Latham Gardner, this historic property offers a timeless retreat in one of the island’s most desirable locations.brbrFirst Level:brbr-Front Parlor w/ gas fireplacebrbr-Back Parlor w/ gas fireplacebrbr-Dining roombrbr-Eat-in kitchen w/ gas fireplacebrbr-Powder RoombrbrSecond Level:brbr-Three King bedroomsbrbr-One Queen bedroombrbr-One Full bedroombrbr-Bath with showerbrbr-Bath with tub/showerbrbr-Back stairs to kitchenbrbrThird Level:brbr-Bedroom with one King and one Twin bedbrbrNantucket STR Permit 027102
Bed 6

Bed

Bath 2

Bath

Sleep 13

Sleeps

Slider Thumb
Exceptional(6)

$3366.96

/ Nightly
Private Vacation Home

Private Beachfront Home (Comfy, Cozy Nantucket Cottage)

Nantucket, Massachusetts, United States

Our wonderful oceanfront home features sweeping views across the moors to the Atlantic from all the bedrooms and living spaces.brbrThis unique, upside-down designed house has four bedrooms and five and a half bathrooms across three floors. brEach level offers a deck, porch or patio to enjoy the ocean air, views, and surrounding gardens. Steps and a boardwalk provide easy, private access to the dunes and ocean beyond. This private oceanfront retreat is the perfect spot to spend your summers and enjoy the beauty of the island.brbrEnter the first floor from the covered porch into a spacious foyer; there are three guest rooms including 2 en suite rooms on this floor, as well as a comfortable study and a full laundry room. The floor's Primary Bedroom has a 180 degree views of the beach an an en suite bath. The other two bedrooms on the floor include a queen (with en suite bath) and a twin room, each with access to first floor decks boasting stunning views of the ocean.brbrOn the second floor find our light and bright open living kitchen and dining area - access the deck from both the living room and dining area (perfect for enjoying the beautiful views with a cup of coffee or for fresh air during a meal). The kitchen cabinets have been refinished and topped with new wooden counter tops. There is a half bath located in the hallway that leads you to the second floor's primary bedroom, which has a private deck and large closet. The second floor's en suite primary bath offers double vanity sinks and large shower with two shower heads, as well as the oversized shower which has pond views and distant Sankaty Light views.brbrThe finished lower level features a wine cellar, full bath and media room with access to a private patio area and outdoor shower (the media room includes a bar area with wine fridge and ice maker).
Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(16)

Select Dates for Price
Private Vacation Home

POSITIVELY PARADISE! Pool! Walktobeach! Oceanviews! Twohomes! ClosetoEverything!

Nantucket, Massachusetts, United States

There actually is a reason why this two home compound was named “POSITIVELY PARADISE!” This property is quite possibly one of the most beautiful and serene luxury vacation compounds on Nantucket! Very few properties on Nantucket can compare with the level of beauty and peace this property provides. Must see to understand! Why deal with the congestion and traffic noise of downtown Nantucket OR the noise of loud jet engines around Surfside beach Why rent a home on a lot the size of a postage stamp in town! Do you really want to hear your neighbors swim party when you are trying to relax ! Instead enjoy the peaceful sounds and views of nature on a private and secluded massive property! Sounds of ocean waves adjacent to one of Nantucket’s most extensive area of nature conservation creates an environment of both relaxation and peace. Enjoy spectacular sweeping ocean views from BOTH homes or walk down to the beach on a beach path from the back of main home to one of Nantucket’s most beautiful and quiet beaches in the Chappomiss valley. Perfect location for multigenerational family gatherings! The main home has four master bedroom suites, full kitchen, two family rooms AND the second home named “SEACLUSION” likewise has a full kitchen, two family rooms, plus two master suites with bathrooms and a children’s suite with two bunk beds (4 twin beds total). Both homes are professionally cleaned and maintained by a full time caretaker and gardener! New Pebble tech Pool with Hot Tub in 2020! Home is perfectly located between Sconset and town. Close to Everything! Note: garage is not available for use.brbrIn summary, this home is perfectly suited for a peaceful family/multigenerational family gathering desiring to relax, rejuvenate, and enjoy Nantucket nature and scenery at its very best! brbrPositively Paradise! Your invited to come and see why!brbrCheers!brbrScottbr
Bed 7

Bed

Bath 10

Bath

Sleep 16

Sleeps

Slider Thumb
Exceptional(6)

$1945.59

/ Nightly
Private Vacation Home

New Rental! Renovated in 2020, Walk to Beach, Outdoor Shower, Fire Pit, Tennis

Nantucket, Massachusetts, United States

Fully renovated in 2020! Big Tuna is a classic Madaket upside-down house with 4 bedrooms, 2.5 bathrooms, and gorgeous views. New kitchen, appliances, bathrooms, furniture and central A/C. Walking distance to the beach! 10 minutes from your doorstep, wander down a winding path through conservation land and you'll find yourself at the entrance to 40th Pole Beach. Or head in the other direction to Warrens Landing Beach, also within walking distance. New outdoor shower, Weber gas grill, gas fire pit, teak lounge furniture, two decks and a large yard - ideal for sunbathing or lawn games. Access to tennis courts and basketball court. 'Wave' shuttle bus and Madaket bike path nearby.brbrFirst Floor:br4 bedrooms and 2 full baths. Brand new en suite master bathroom with tub, and hallway bathroom with tiled shower. Two of the four bedrooms have glass doors out to the lower level deck, with teak club chairs, and direct access to the yard. Central A/C and WiFi throughout.brbrSecond Floor:brOpen floor plan kitchen and living room, with cathedral ceilings, and half bathroom. Brand new quartz countertops, appliances and gas stove. There is A/C to keep you cool on warm days, and a wood burning fireplace for chilly evenings. Glass doors open up to the upper level deck with unobstructed sweeping views of lush conservation land and the distant ocean. The large outdoor deck is an ideal space to drink your morning coffee or bird watch. The deck includes a teak dining table, chairs and benches, with seating for 8+, and a Weber gas grill, perfect for BBQs and al fresco dining.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(1)

$3749.93

/ Nightly
Private Vacation Home

Charming, luxury Cottage with Ocean Views seconds from the Beach! Front Street

Nantucket, Massachusetts, United States

This renovated cottage in Sconset is a tru gem!. A mixture of Sconset charm with updated amenities makes this a rental you will cherish!. A minute walk to the Sconset Market and on the Bluff Walk, this beach this property has a straight path to the Sconset Beach. This cottage has a long dining table that seats 12 and a cozy game room that seats 8 where you can spend late nights playing games. The Chanticleer and Summer House are right down the street. There are 5 bikes at the cottage and a front porch with 3 rocking chairs and back porch with cafe table and 2 chairs.brbrFirst Floor:brThe first floor has a living area that seats 9 comfortably. Walk into a porch that has an incredible garden and ocean view and round game table. The living area flows into the bar which seats 4 people. When the door is open you have a lovely ocean breeze. The cottage has a galley kitchen which has been fully updated. There is a half bath with off the kitchen and 2 wall AC units in the living area.brbrSecond Floor:brThe second floor has 5 fresh bedrooms with two twin beds that can be converted into California Kings. There is a second master on the second floor that offers ocean views and a sitting room with a large open folding window with an ocean view. Washer and Dryer are located on the second floor along with 2 full baths at the end of the halls, not connected to bedrooms.brbrThird Floor: A Master Bedroom with a king bed and ocean view and long window bench. Fully renovated full size bath with tub.br
Bed 6

Bed

Bath 3

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(32)

$2945.69

/ Nightly
Private Vacation Home

Charming, Brand New Home in Town

Nantucket, Massachusetts, United States

Please Note: brWe have a 1 week minimum during Summer Months - June, July & August and our Stay during these months needs to be a Saturday to Saturday Booking)brbrA charming, brand new, single or multi-family home right in the heart of town! Just off Main Street, this home is a well built home that offers parking, high quality amenities & beautiful decor. It is perfect for two families that want to have their own space, while staying together under one roof! Walking distance to town, the harbor & bike paths.brOpen Floor Plan w/ custom built Kitchen w/ Island Seating for 4 & Sitting area with 65 TV on both 1st & 2nd Levels brbrThe spacebrThe home comes with 2 bikes, 4 beach chairs, beach toys, and towels. If you need a Pack n Play, then we also have it available.brEvery Bedroom is equipped with a 50 TV and a Sonos Sound System, and the 2 Living Room Areas have 65 TVs and Sonos Sound Systems.brbrA new, multi-family home right in the heart of town! Just off of Main Street, this home is a well built home that offers parking, high quality amenities and beautiful decor. It is perfect for two families that want to have their own space, while staying together under one roof! Walking distance to town, the harbor and bike paths.brFirst Floor DescriptionbrOpen floor plan of this two story home! Enter to find a custom built kitchen, sitting area with TV and dining table that can fit 8. Laundry is located off of the kitchen. Two large bedrooms with en suite bathrooms (1 King & 1 Twin, which can be converted into another king bed) are found on the 1st floor, along with a 1/2 bath off of the kitchen.brSecond Floor DescriptionbrA private staircase leads you to the second level where there is also the same open floor plan! Custom built kitchen, laundry off of it, sitting area and kitchen island that sits four. Two bedrooms (1 King & 1 Twin, which can be converted into another king bed) with en suite bathrooms and a 1/2 bath off of the kitchen. Off of the kitchen is a multi-purpose room that can be used as an office space, reading room or extra bedroom with the built-in, full bunk beds. There is a french door that is next to the kitchen that leads you down an outdoor, mahogany staircase to the backyard.brBase Price per night is for up to 10 Guests. Each Guest over and above 10 Guests must be approved and if approved will be Charged $150 per night per Guest.brbrAs with all rentals, Guest will be required to sign the Owner's Residential Lease Agreement.brthank you,brJoe & Lindsay
Bed 5

Bed

Bath 5

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(14)

$1053.17

/ Nightly
Private Vacation Home

Enjoy beautiful Madaket beaches and sunsets, close to popular island restaurant!

Nantucket, Massachusetts, United States

Enjoy the beautiful Madaket beaches away from the bustle of downtown. Beautifully renovated in 2020 this 3 bedroom, 2 bathroom family friendly townhouse offers a bright and sunny experience for your vacation. You’ll be conveniently located less than a mile from Madaket Beach and Millie’s restaurant, close to Madaket Harbor, and a short walk to the Wave bus stop. When not relaxing on the beach, enjoy time on the beautiful deck, grill dinner on the BBQ, or simply head down to Millie’s for an amazing meal and ice cream while enjoying the amazing Madaket sunsets!brbrAs you enter on the first floor you’ll find the first bedroom with a double bed followed by the full bathroom with tub and shower. Further down the hall you see the full sized washer and dryer and the second bedroom with 2 queen sized beds and a twin trundle bed that can easily expand to a king bed. This room also has a mounted TV and access to the first floor deck and outdoor shower. brbrWalk up the stairs to the second floor and you’ll find the beautiful new kitchen and spacious living area with access to the large back deck. The kitchen offers granite countertops, dishwasher, and stainless steel appliances. Have breakfast at the large seating area, or step out onto the 2nd floor deck to enjoy your coffee in the sunshine. brbrOn the third level is the private master bedroom and bathroom, updated with glass and marble shower. There is air conditioning throughout the house as well as internet and TV’s on all three floors. You will also have two parking spots plus access to additional guest parking.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(21)

$815.84

/ Nightly
Private Vacation Home

Spacious Saltbox Colonial close to town and beaches

Nantucket, Massachusetts, United States

Lovely, spacious colonial saltbox, conveniently located approximately 1.5 miles from town and 2 miles from south shore beaches. Miacomet Beach is closest. Multi-room A/C unit cools the downstairs area, and each bedroom has a window A/C unit.brbrThe first floor master suite has a four-poster king-size bed and attached bath. The master bath has a soaking tub and separate shower. brThe fully equipped kitchen has a Dynasty gas range and eat-in breakfast nook with ceiling fan, overlooking back yard. It s fully equipped with pots, pans, plates, etc. Microwave, blender, coffee maker, ice maker, panini maker are all included.brA separate formal dining room seats 8. brThe large great room with soaring cathedral ceiling, ceiling fan, and floor-to-ceiling brick fireplace. French doors go from den out to lovely back deck. brbrThe living room has 40 HDTV with Xfinity cable, as well as DVD player. brbrOne upstairs bedroom and the downstairs master bedroom have TV with Xfinity cable. brbrThe deck has wrought-iron table and chairs with umbrella as well as LaFuma lounge chairs. Well-kept flower planters surround the deck space. brbrThe outdoor shower is completely enclosed and private, and the back yard is fenced and backs onto dirt road with conservation land beyond. Great sunset views from deck. brbrThe koi pond with waterfall adds a nice ambiance to the back yard and gives a soothing sound when outside. Kids and adults love to watch the goldfish!brbrYard is treated with tick and mosquito prevention.brbrKeywords: House
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb
Exceptional(16)

$2536.86

/ Nightly
Private Vacation Home

Airy and Spacious, near Beach, Golf and Bartlett's Farm with Community Pool

Nantucket, Massachusetts, United States

Situated on idyllic Finback Lane, this four bedroom property features custom craftsmanship and ample amenities. The Finback Community offers a large private pool (about Memorial Day through Labor Day) and cabana for residents, while offering close proximity to South Shore beaches, Miacomet Golf Course and Cisco Brewers. The best of both worlds, this house is the perfect home for those looking for an island retreat, while surrounded by endless activities. STR Permit # 020322brbrFirst Floor:brbrEnter through a covered porch that leads you to the great room. This open floor plan encompasses the kitchen and dining areas as well as a spacious living area. Details include high-end appliances, a large kitchen island with marble counter tops, a fireplace, horizontal ship-lap detailing on the walls and an abundance of windows. The back of the house offers a sitting room with French doors leading to a private covered porch that overlooks conservation land. A queen sofa bed, full bath and walk-in closet in this living area welcomes extra guests. A laundry area and half bath complete this floor.brbrSecond Floor:brbrThe second floor landing welcomes guests with a small sitting area and desks, great for relaxing with a good book. The back of the home features en suite master bedroom with cathedral ceilings, a king bed and walk-in closet. Additionally, there are two en suite guest rooms each with two twin beds. All bathrooms feature high-end tile work, granite counters, stainless fixtures and seamless glass.brbrLower Level:brbrSpacious bedroom with three twin beds and a full bath. An additional large living area with sectional and TV complete this level.brbrOther Details:brThere is a private terrace accessed through French doors from the kitchen/living room hallway. Guest will enjoy a covered porch, gas grill and outdoor seating for 10. Enclosed outdoor shower. 10 beach chairs (6 backpack style). Pack 'n Play provided.brbrTo maintain the cleanliness and quality of our house, weekly cleanings are required.
Bed 4

Bed

Bath 5

Bath

Sleep 11

Sleeps

Slider Thumb
Exceptional(10)

$1117.0

/ Nightly
Private Vacation Home

Secluded Nantucket Retreat: Newly Renovated Home with Deck on 2 Acres!

Nantucket, Massachusetts, United States

Escape to Coastal Bliss: Newly Renovated Retreat in Tom Nevers East, Nantucket.brbrWelcome to your perfect island getaway! Nestled in serene and picturesque Tom Nevers East, this newly renovated home offers the ultimate Nantucket experience. Ideal for families, couples, or friends seeking a peaceful retreat, our property promises comfort, style, and unforgettable memories.brbrProperty Highlights:brbrModern Comforts: brStep into a beautifully renovated space featuring classic cottage decor, high-end finishes, and a warm, inviting ambiance. Every detail has been thoughtfully curated to ensure a luxurious stay.brbrSpacious Living: brWith ample room for up to 6 guests, our home boasts an open floor plan, perfect for socializing and relaxation. Enjoy the bright and airy living area with large windows that let in abundant natural light.brbrGourmet Kitchen: brThe fully equipped kitchen is a chef's delight, complete with modern appliances, granite countertops, and all the essentials you need to prepare delicious meals. Gather around the island, dining table, or dine al fresco on the spacious deck.brbrCozy Bedrooms: brUnwind in our comfortable bedrooms, each designed with your relaxation in mind. Premium bedding, plush pillows, and serene decor ensure a restful night's sleep after a day of island adventures.brbrOutdoor Oasis: brExperience the best of outdoor living in our beautifully landscaped yard. With almost 2 acres of land, enjoy unparalleled privacy and tranquility. Sip your morning coffee on the deck, enjoy a BBQ with friends and family, or simply relax in the sun with a good book. The outside deck is perfect for enjoying meals amidst nature. And when you return from a day at the beach, enjoy our new outdoor shower and fire pit.brbrPrime Location: brSituated in the tranquil neighborhood of Tom Nevers East near the charming village of Sconset, our home is just minutes away from stunning beaches, scenic walking trails, and local attractions. Explore the rich history and vibrant culture of Nantucket, or simply bask in the natural beauty of the island.brbrBook Your Stay:brEnjoy our 5 Star reviewed home - we look forward to welcoming guests, and providing a memorable stay that will leave you wanting to return year after year. Please note that during the months of July and August, we have a strict 7 day minimum rental period, beginning and ending on Saturdays. Any other times of the year, we require a 3 night minimum. EXCEPTION: first week of July 2026. The house can be rented for less than the 7 day minimum since we have guests booked through June 29th. The rental would still have to end on a Saturday. Please inquire if interested.
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Nantucket