Vacation Rentals in Shimmo, MA: Compare 10+ Sites & Save

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713 Best Vacation Rentals in Shimmo (Starting from $229)

Airy Nantucket Escape in Historic Downtown!
Airy Nantucket Escape in Historic Downtown!
House
Nantucket, MA, USA
1.9k from Shimmo center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$1487
Average price / night
Check Availability
Harbor view in Monomoy! Last minute availability in August
Harbor view in Monomoy! Last minute availability in August
House
Nantucket, MA, 02554, United States
0.8k from Shimmo center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$1025
Average price / night
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52 Union
52 Union
Villa
Shimmo, Nantucket, Massachusetts, USA
1.9k from Shimmo center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms6 Guests
New to Booking
$2150
Average price / night
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Beachfront Monomoy cottage near Town
Beachfront Monomoy cottage near Town
Cottage
Nantucket, MA, 02554, United States
0.8k from Shimmo center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

10 reviews

$1255
Average price / night
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Sea Lyon
Sea Lyon
House
Nantucket, MA, USA
2.2k from Shimmo center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

7 Bedrooms14 Guests
New to Booking
$3386
Average price / night
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Magnificent home with pool in Monomoy
Magnificent home with pool in Monomoy
House
Nantucket, MA, 02554, United States
1.1k from Shimmo center

AC, Fireplace, Free Parking, Kitchen, Microwave, No Smoking, Patio, Pool, TV

6 Bedrooms18 Guests
New to Booking
$4346
Average price / night
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Carlisle House Inn
Carlisle House Inn
Cabin
Shimmo, Nantucket, Massachusetts, USA
2.2k from Shimmo center

Accommodations, Lodges, Cabins, Lodgings, Places to stay, Family

13 Bedrooms28 Guests
9.6

Exceptional

25 reviews

$229
Average price / night
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Available July 4th week! Families, Close, Big Cottage-Sleeps 10, A/C, Bike Path
Available July 4th week! Families, Close, Big Cottage-Sleeps 10, A/C, Bike Path
House
Nantucket, MA, 02554, United States
1.1k from Shimmo center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$2401
Average price / night
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Walk to Attractions Couples Retreat in Nantucket
Walk to Attractions Couples Retreat in Nantucket
Apartment
Nantucket, MA, USA
2.2k from Shimmo center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom2 Guests
9.2

Superb

4 reviews

$271
Average price / night
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Beautiful private compound  featuring a main house, guest house and a new pool
Beautiful private compound featuring a main house, guest house and a new pool
House
Nantucket, MA, 02554, United States
1.3k from Shimmo center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

8 Bedrooms16 Guests
New to Booking
$5700
Average price / night
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45A Pleasant St
45A Pleasant St
House
Nantucket, MA, USA
2.3k from Shimmo center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$1800
Average price / night
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Monomoy Mansion in Nantucket
Monomoy Mansion in Nantucket
House
Nantucket, MA, 02554, United States
1.3k from Shimmo center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

5 Bedrooms10 Guests
New to Booking
$4091
Average price / night
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45B Pleasant St
45B Pleasant St
House
Nantucket, MA, USA
2.3k from Shimmo center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

7 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$2080
Average price / night
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Upside down house in Polpis
Upside down house in Polpis
House
Nantucket, MA, 02554, United States
1.3k from Shimmo center

AC, Fireplace, Free Parking, Heater, Kitchen, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$1002
Average price / night
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Peace & Quiet on ACK
Peace & Quiet on ACK
House
Nantucket, MA, USA
2.8k from Shimmo center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

2 Bedrooms8 Guests
New to Booking
$600
Average price / night
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New 5BR/5BA Nantucket Retreat with AC, Wi-Fi, and Beach amenities
New 5BR/5BA Nantucket Retreat with AC, Wi-Fi, and Beach amenities
House
Nantucket, MA, 02554, United States
1.5k from Shimmo center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms10 Guests
New to Booking
$1779
Average price / night
Check Availability
Ireland Time
Ireland Time
House
Nantucket, MA, USA
2.8k from Shimmo center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
8.7

Fabulous

3 reviews

$1062
Average price / night
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Charming cottage on Polpis Bike Path
Charming cottage on Polpis Bike Path
House
Nantucket, MA, 02554, United States
1.5k from Shimmo center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms7 Guests
New to Booking
$1007
Average price / night
Check Availability
Meadow's End
Meadow's End
House
Nantucket, MA, USA
3.2k from Shimmo center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
5.0

Review score

1 reviews

$1205
Average price / night
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Sprawling Estate with Infinity Pool
Sprawling Estate with Infinity Pool
House
Nantucket, MA, 02554, United States
1.5k from Shimmo center

AC, Fireplace, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking, Patio

6 Bedrooms12 Guests
New to Booking
$5216
Average price / night
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Magical Escape w/  Spectacular Pool.  Sleeps 10
Magical Escape w/ Spectacular Pool. Sleeps 10
House
Nantucket, MA, 02554, United States
1.5k from Shimmo center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

6 Bedrooms9 Guests
10.0

Exceptional

6 reviews

$4667
Average price / night
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Nantucket Loft w/ Harbor Views and walk to town
Nantucket Loft w/ Harbor Views and walk to town
Apartment
Nantucket, MA, 02554, United States
1.6k from Shimmo center

AC, Dryer, Free Parking, Heater, Laundry, No Smoking, Washer

2 Bedrooms3 Guests
New to Booking
$1436
Average price / night
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Design cottage on wharf in town - huge private deck, private dock
Design cottage on wharf in town - huge private deck, private dock
Cottage
Nantucket, MA, 02554, United States
1.7k from Shimmo center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking

2 Bedrooms6 Guests
10.0

Exceptional

26 reviews

$2050
Average price / night
Check Availability
A+ Location!  In-Town, 3 bedroom+, 2.5 bathroom with water views and parking!
A+ Location! In-Town, 3 bedroom+, 2.5 bathroom with water views and parking!
House
Nantucket, MA, 02554, United States
1.8k from Shimmo center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms7 Guests
New to Booking
$1754
Average price / night
Check Availability
Monomoy Retreated- Nantucket’s Best Kept Secret Near Town and Sea
Monomoy Retreated- Nantucket’s Best Kept Secret Near Town and Sea
House
Nantucket, MA, 02554, United States
1.8k from Shimmo center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$635
Average price / night
Check Availability
Waterfront Cottage in Town!
Waterfront Cottage in Town!
House
Nantucket, MA, 02554, United States
1.8k from Shimmo center

AC, Free Parking, Heater, Kitchen, Microwave, No Smoking, Patio, TV, Washer

3 Bedrooms6 Guests
New to Booking
$2009
Average price / night
Check Availability
Charming 2 bedroom cottage on edge of town
Charming 2 bedroom cottage on edge of town
House
Nantucket, MA, 02554, United States
1.8k from Shimmo center

Free Parking, Heater, Kitchen, Microwave, No Smoking, TV

2 Bedrooms5 Guests
New to Booking
$908
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Shimmo.

Where to stay in Shimmo? Best neighborhoods & areas

Shimmo Vacation Rentals on the Map

Frequently Asked Questions

You can explore 713 verified vacation rentals in Shimmo. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Shimmo vary depending on the season, property size, and location. Rates typically start from around $229 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Shimmo include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Shimmo welcome pets. Currently, 24 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Shimmo often include amenities such as Fireplace/Heating, Laundry, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.