Family-Friendly Vacation Rentals in Addison Art Gallery, MA: Compare 10+ Sites & Save

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425 Best Family Vacation Rentals in Addison Art Gallery (Starting from $190)

Babes Bungalow by Leavetown Vacations
Babes Bungalow by Leavetown Vacations
House
Orleans, MA, USA
0.2k from Addison Art Gallery 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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New! Orleans 5BR Escape w Hot Tub, Bikes, Beaches, Dining, Golf, Shopping!
New! Orleans 5BR Escape w Hot Tub, Bikes, Beaches, Dining, Golf, Shopping!
House
Orleans, MA, 02653, United States
0.9k from Addison Art Gallery center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$639
Average price / night
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Waterfront on Orleans Cove
Waterfront on Orleans Cove
House
Orleans, MA, USA
0.3k from Addison Art Gallery 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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Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
Featured in Boston Globe- fully renovated cape w/ pool & modern barn pool house
House
Orleans, MA, 02653, United States
1.1k from Addison Art Gallery center

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

4 Bedrooms9 Guests
10.0

Exceptional

16 reviews

$1096
Average price / night
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Walk to Town Fully Renovated
Walk to Town Fully Renovated
Apartment
Orleans, MA, USA
0.4k from Addison Art Gallery center

Apartments, Accommodations, Parking, Lodgings, Places to stay

6 Bedrooms12 Guests
New to Booking
$1656
Average price / night
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Cape Cod Sunscape. Orleans
Cape Cod Sunscape. Orleans
House
Orleans, MA, 02653, United States
1.1k from Addison Art Gallery center

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

2 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$690
Average price / night
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Paradise On Cape Cod
Paradise On Cape Cod
House
Orleans, MA, USA
0.5k from Addison Art Gallery 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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A Change of Pace: Relaxing Orleans Getaway
A Change of Pace: Relaxing Orleans Getaway
House
Orleans, MA, 02653, United States
1.2k from Addison Art Gallery center

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

2 Bedrooms4 Guests
8.6

Fabulous

4 reviews

$310
Average price / night
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Fantastic Home by Eldridge Park
Fantastic Home by Eldridge Park
House
Orleans, MA, USA
0.9k from Addison Art Gallery center

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

3 Bedrooms6 Guests
New to Booking
$190
Average price / night
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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
1.2k from Addison Art Gallery 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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Town Cove Oyster House
Town Cove Oyster House
House
Eastham, MA, USA
1.0k from Addison Art Gallery 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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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
1.2k from Addison Art Gallery center

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

2 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$297
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
1.1k from Addison Art Gallery 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
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Family/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach
Family/Pet Friendly - 1.6 miles to Skaket Beach and 3.4 miles to Nauset Beach
House
Orleans, MA, 02653, United States
1.5k from Addison Art Gallery center

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

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$553
Average price / night
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Cute Cottage Living by the Sea
Cute Cottage Living by the Sea
House
Eastham, MA, USA
1.1k from Addison Art Gallery 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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Adorable home in the heart of East Orleans!
Adorable home in the heart of East Orleans!
House
Orleans, MA, 02653, United States
1.6k from Addison Art Gallery center

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

2 Bedrooms5 Guests
9.8

Exceptional

28 reviews

$310
Average price / night
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Orleans Holiday House
Orleans Holiday House
House
Orleans, MA, USA
1.1k from Addison Art Gallery 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 Friendly Cape Escape
Family Friendly Cape Escape
House
Eastham, MA, 02642, United States
1.7k from Addison Art Gallery center

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

4 Bedrooms10 Guests
9.6

Exceptional

5 reviews

$474
Average price / night
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1 min drive to Rock Harbor 2 min to Town
1 min drive to Rock Harbor 2 min to Town
House
Orleans, MA, USA
1.2k from Addison Art Gallery center

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

2 Bedrooms5 Guests
9.0

Fabulous

1 reviews

$517
Average price / night
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Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
Waterfront retreat, private yet minutes to town and beach. Sleeps 7, 3 bedrooms
House
Orleans, MA, 02653, United States
1.7k from Addison Art Gallery center

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

3 Bedrooms7 Guests
10.0

Exceptional

28 reviews

$1163
Average price / night
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Newly updated spacious steps to water
Newly updated spacious steps to water
House
Eastham, MA, USA
1.2k from Addison Art Gallery 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
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Eastham, Cape Cod: Spacious, contemporary cape with expansive marsh views
Eastham, Cape Cod: Spacious, contemporary cape with expansive marsh views
House
Eastham, MA, 02462, United States
1.8k from Addison Art Gallery center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
10.0

Exceptional

33 reviews

$629
Average price / night
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Walk to Rock Harbor Beach from your spacious Orleans coastal retreat
Walk to Rock Harbor Beach from your spacious Orleans coastal retreat
House
Orleans, MA, 02653, United States
1.9k from Addison Art Gallery center

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

5 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$485
Average price / night
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Booking now for June 20 - August 29, 2026! [Booking Saturday to Saturday]
Booking now for June 20 - August 29, 2026! [Booking Saturday to Saturday]
House
Orleans, MA, 02653, United States
1.9k from Addison Art Gallery center

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

3 Bedrooms8 Guests
9.8

Exceptional

47 reviews

$547
Average price / night
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Spacious, Brand New Home - 5 bedroom 6 bath!
Spacious, Brand New Home - 5 bedroom 6 bath!
House
Orleans, MA, 02653, United States
1.9k from Addison Art Gallery center

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

5 Bedrooms12 Guests
10.0

Exceptional

14 reviews

$1716
Average price / night
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Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
Skaket Beach - 4 BR/3 BA - Post and Beam Walk to Skaket
House
Orleans, MA, 02653, United States
2.0k from Addison Art Gallery center

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

4 Bedrooms10 Guests
10.0

Exceptional

42 reviews

$557
Average price / night
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10-Minute Walk to Skaket Beach - Orleans - Bikes Included - Close to Town
10-Minute Walk to Skaket Beach - Orleans - Bikes Included - Close to Town
House
Orleans, MA, 02653, United States
2.0k from Addison Art Gallery center

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

4 Bedrooms10 Guests
9.8

Exceptional

55 reviews

$610
Average price / night
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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 Family Vacation Rentals in Addison Art Gallery.

Addison Art Gallery Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 425 verified family-friendly vacation rentals in Addison Art Gallery. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Addison Art Gallery vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $190 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Addison Art Gallery offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Addison Art Gallery are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Addison Art Gallery often include amenities such as Fireplace/Heating, Child Friendly, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.