
Family-friendly holiday rentals in Siasconset
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Top-rated family-friendly rentals in Siasconset
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Sweet Dreams Romantic Guest Cottage.....'Sconset
This Cottage is Limited for a Couple!!! Non-Smoking-no pets Check In 3 pm luggage drop off is fine Check Out 10:30 Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, Beach chairs-towels also supplied. The center village & beach 4-minute walk Some evenings you can fall asleep to the soothing sound of the ocean waves crashing ashore!! (depending on wind) Central heat/air, Flat screen TV/Gas grill/ Patio table chairs A little slice of heaven!!

Mid-Island Suite for Ultimate Convenience
You will love the beauty and convenience of Mid-Island while staying at the Honeybee Suite! Enjoy the queen-size bed and space, perfect for two people who want to enjoy all Nantucket has to offer. It is minutes from the island's South Shore Beaches (Surfside 5 mins), and Stop and Shop/Mid Island Restaurants (2 mins). Getting around is easy with the Wave Shuttle Stop and bike path across the street. This is a PRIVATE SUITE, with no whole house or kitchen access. There are other guests on site

SUNNY second floor 2BD, 2BT
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 room with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, conv. oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs,umbrella and linens provided.

Beach "Loft"
Enjoy The Beach Loft Apartment's convenient proximity to beaches, town and S’conset. Located 4 miles from the ctr. of the Historic District and 1 mile to Nobadeer beach our lofty spacious 900 sq. ft., 10 foot ceiling height apartment is the lower level (basement) of our home. Yet you will have complete privacy with separate parking as well as separate entrance and your own outdoor deck. The neighborhood is 3 acre zoning. It is secluded and quiet with many pine trees, oak and sassafras trees.

Cuddle In Cottage near Surfside Beach
This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

Cozy cottage just off Main Street
Perfect location. Modern cottage. block off Main St. Cozy for 2, gas burning fireplace & AC. Well-equipped, open floor plan, lvg room/galley ktch/dining/ full bath WD down. Upstairs, queen bdr. and 1/2 bath. Private outdoor deck. Outdoor shower too! Beach chairs & towels, tote, cooler, umbrella, hair blower, iron. We care about the details like ironed sheets, good pillows, new mattress, & fluffy towels.! We don't provide parking & discourage bringing a car. Parking at a premium in season.

"Upon a Rock" Peace & Quiet - Mid island retreat!
Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Derrymore Place - an island gem
Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, cable television, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

Madaket Bright and Airy Guest Cottage
Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!

Mid Island Crash Pad
A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

Private Beach Cottage in Historic Sconset!
Charming one bedroom beach cottage in Codfish Park, Siasconset Local Realtor says "You have climbing roses and hydrangeas in the summer, you can walk up the shell path up to the Sconset Market — it's Norman Rockwell at its finest, a really magical Sconset spot," he said. "Wake up in the morning, walk up to the store for your coffee and the paper, then take a little stroll down to the beach, which you can see from the property!”

The Mermaid Suite, walk to Beaches, 15 min to town
The Mermaid Suite is an efficiency apartment within walking distance to Nobadeer, Stones and Fisherman's Beaches. Well equipped with queen bed, desk, galley kitchen, full bath, outdoor shower, private entrance, linens, towels, parking, a/c and heating, etc. The Studio is a spacious 400 sq. ft. Secluded, private location. Comfortable, Cozy, and convenient.
Popular amenities for Siasconset family-friendly rentals
Family-friendly home rentals with a hot tub

New Seabury pool/hot tub near beach,Popponesett

Bright South of Town Surf Shack Cottage-Gym Access

Downtown Historic Home, Hot Tub

Surfside Heaven (w/ Pool in the summer)

Private outdoor sanctuary!

Luxury Nantucket Getaway, Hot Tub

3bd, 2 bath, walk to Poppy beach and marketplace

Secluded guesthouse with salt pool, close to beach
Family- and pet-friendly home rentals

3 Bedroom with fenced in yard in Surfside Area

Apres Sea

Chic townhouse, walk to town

Nantucket Farmhouse-Walk to Beach-Near Sunset

‘Sconset Charmer, steps to beach

New Free Standing Studio with private patio

Chappy Beach House

Quiet Cul-de-Sac near Sconset
Family-friendly home rentals with a pool

Pool! Large 4 bedroom+bunk room mid-island!

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Salt Air Suite | Private Nantucket Retreat

Well appointed 3 bedroom condo

Naushop: Pool, Pickleball, Private Detached Office

Family-Friendly 5bd w/ Pool, Patio, Central AC

Family Home for Nantucket Getaway

Two-bedroom home in Naushop
Quick stats about holiday rentals that are family-friendly in Siasconset

Total holiday rentals
Explore 40 holiday rentals in Siasconset

Nightly prices starting at
Siasconset holiday rentals start at $539 NZD per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Siasconset holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Siasconset rentals

5 Average rating
Siasconset stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
- Rentals with outdoor seating Siasconset
- House rentals Siasconset
- Rentals with a patio Siasconset
- Rentals with a washing machine and dryer Siasconset
- Rentals with a fireplace Siasconset
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