Short-Term Rentals in Academy Playhouse, MA: Compare 10+ Sites & Save

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1241 Best Short-Term Rentals in Academy Playhouse (Starting from $190)

Walk to Town Fully Renovated
Walk to Town Fully Renovated
Apartment
Orleans, MA, USA
0.3k from Academy Playhouse center

Apartments, Accommodations, Parking, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$1656
Average price / night
Check Availability
4 miles to Orleans beaches & close to town!
4 miles to Orleans beaches & close to town!
House
Orleans, MA, 02653, United States
0.1k from Academy Playhouse center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

6 Bedrooms12 Guests
9.8

Exceptional

22 reviews

$2317
Average price / night
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Paradise On Cape Cod
Paradise On Cape Cod
House
Orleans, MA, USA
0.5k from Academy Playhouse center

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

4 Bedrooms8 Guests
7.5

Good

4 reviews

$1451
Average price / night
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Central AC Close to Nauset Beach
Central AC Close to Nauset Beach
House
Orleans, MA, USA
0.8k from Academy Playhouse center

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

4 Bedrooms10 Guests
New to Booking
$681
Average price / night
Check Availability
Charming 6BR Orleans Retreat, Great Outdoor Space, Walk to Orleans Town
Charming 6BR Orleans Retreat, Great Outdoor Space, Walk to Orleans Town
House
Orleans, MA, 02653, United States
0.4k from Academy Playhouse center

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

6 Bedrooms14 Guests
New to Booking
$903
Average price / night
Check Availability
Waterfront on Orleans Cove
Waterfront on Orleans Cove
House
Orleans, MA, USA
0.8k from Academy Playhouse center

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

3 Bedrooms7 Guests
New to Booking
$488
Average price / night
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Stylish Orleans home with spacious deck - near bay & ocean beach
Stylish Orleans home with spacious deck - near bay & ocean beach
House
Orleans, MA, 02653, United States
0.5k from Academy Playhouse center

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

4 Bedrooms8 Guests
8.4

Very Good

40 reviews

$306
Average price / night
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Babes Bungalow by Leavetown Vacations
Babes Bungalow by Leavetown Vacations
House
Orleans, MA, USA
0.9k from Academy Playhouse center

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

1 Bedroom2 Guests
8.5

Very Good

2 reviews

$455
Average price / night
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Quaint Cape Near Beaches And Centrally Located
Quaint Cape Near Beaches And Centrally Located
House
Orleans, MA, 02653, United States
0.6k from Academy Playhouse center

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

3 Bedrooms6 Guests
10.0

Exceptional

51 reviews

$294
Average price / night
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10 ft from Crystal Lake New renovation
10 ft from Crystal Lake New renovation
House
Orleans, MA, USA
0.9k from Academy Playhouse center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1303
Average price / night
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Mid-Century Contemporary
Mid-Century Contemporary
House
Orleans, MA, 02653, United States
0.6k from Academy Playhouse center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
New to Booking
$588
Average price / night
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Mins to Nauset Beach & Walkable to Town
Mins to Nauset Beach & Walkable to Town
House
Orleans, MA, USA
1.0k from Academy Playhouse center

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

3 Bedrooms8 Guests
New to Booking
$583
Average price / night
Check Availability
Town Cove Coastal Chic
Town Cove Coastal Chic
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

3 Bedrooms6 Guests
New to Booking
$845
Average price / night
Check Availability
Town Cove Oyster House
Town Cove Oyster House
House
Eastham, MA, USA
1.3k from Academy Playhouse center

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

3 Bedrooms6 Guests
7.0

Good

1 reviews

$698
Average price / night
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Walk to Water, Cozy, Dog Friendly!
Walk to Water, Cozy, Dog Friendly!
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

3 Bedrooms8 Guests
New to Booking
$482
Average price / night
Check Availability
Fantastic Home by Eldridge Park
Fantastic Home by Eldridge Park
House
Orleans, MA, USA
1.3k from Academy Playhouse center

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

3 Bedrooms6 Guests
New to Booking
$190
Average price / night
Check Availability
Coastal Chic sunny and private in East Orleans \"center\" w  bed/bath rebuild 2024
Coastal Chic sunny and private in East Orleans \"center\" w bed/bath rebuild 2024
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

3 Bedrooms6 Guests
9.8

Exceptional

30 reviews

$560
Average price / night
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Amazing Outdoor Space Access to Town Cove
Amazing Outdoor Space Access to Town Cove
House
Orleans, MA, USA
1.3k from Academy Playhouse center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms12 Guests
9.0

Fabulous

1 reviews

$1424
Average price / night
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Sprawling Home With Private Association Lake Access (2289)
Sprawling Home With Private Association Lake Access (2289)
House
Orleans, MA, 02653, United States
0.7k from Academy Playhouse center

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

5 Bedrooms11 Guests
9.0

Fabulous

6 reviews

$925
Average price / night
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Orleans Holiday House
Orleans Holiday House
House
Orleans, MA, USA
1.4k from Academy Playhouse center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Hot tubs, Places to stay, Family

5 Bedrooms8 Guests
New to Booking
$262
Average price / night
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Family Tides home, perfect for up to 10 guests.
Family Tides home, perfect for up to 10 guests.
House
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms10 Guests
9.4

Superb

6 reviews

$1108
Average price / night
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Ocean Views New A C Dog Welcome
Ocean Views New A C Dog Welcome
House
Eastham, MA, USA
1.5k from Academy Playhouse center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

5 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$1888
Average price / night
Check Availability
Orleans Dreams: 013-OP  Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!
Orleans Dreams: 013-OP Luxurious 5-Bedroom Retreat with Heated Pool & Hot Tub – Walk to Water!
House
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
New to Booking
$1450
Average price / night
Check Availability
Cute Cottage Living by the Sea
Cute Cottage Living by the Sea
House
Eastham, MA, USA
1.5k from Academy Playhouse center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom2 Guests
7.7

Good

3 reviews

$344
Average price / night
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Second Wind :039-O  An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
Second Wind :039-O An Orleans Estate with large heated pool, spa, on Town Cove; sleeps 24
House
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

10 Bedrooms24 Guests
10.0

Exceptional

14 reviews

$3170
Average price / night
Check Availability
Newly updated spacious steps to water
Newly updated spacious steps to water
House
Eastham, MA, USA
1.5k from Academy Playhouse center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$513
Average price / night
Check Availability
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Lakefront retreat w/ deck, dock, sandy beach, 4 watercraft, <6 mins to 2 beaches
Condo
Orleans, MA, 02653, United States
0.8k from Academy Playhouse center

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

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$297
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 Short-Term Rentals in Academy Playhouse.

Academy Playhouse Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 1241 verified short-term rentals in Academy Playhouse, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Academy Playhouse vary depending on location, property size, and travel dates. Rates typically start from around $190 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Academy Playhouse include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Academy Playhouse, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Academy Playhouse often include amenities such as Fireplace/Heating, View, and Internet, providing a comfortable and convenient stay.

Short-term rentals in Academy Playhouse are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.