Family-Friendly Vacation Rentals in Monomoy Theatre, MA: Compare 10+ Sites & Save

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  1. VBOR
  2. Family Vacation Rentals
  3.  USA

  4.  Massachusetts

  5.  Chatham
  6.  Monomoy Theatre

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384 Best Family Vacation Rentals in Monomoy Theatre (Starting from $318)

Centrally Located Home w Patio Fire Pit
Centrally Located Home w Patio Fire Pit
House
Chatham, MA, USA
0.4k from Monomoy Theatre center

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

4 Bedrooms9 Guests
9.0

Fabulous

2 reviews

$1183
Average price / night
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Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
Downtown Chatham Home - Near Oyster Pond - Spacious Patio - Family Friendly
House
Chatham, MA, 02633, United States
0.0k from Monomoy Theatre center

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

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$1017
Average price / night
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B By the Sea
B By the Sea
House
Chatham, MA, USA
0.4k from Monomoy Theatre center

Wheelchair Accessible, Security/Safety, Sports/Activities, Restaurant, Laundry, Barbecue/Outdoor Cooking, Air Conditioner

2 Bedrooms4 Guests
8.7

Fabulous

3 reviews

$456
Average price / night
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Sunny Updated Chatham Village 2 Bedroom Condo W/ Large Private Deck
Sunny Updated Chatham Village 2 Bedroom Condo W/ Large Private Deck
Condo
Chatham, MA, 02633, United States
0.1k from Monomoy Theatre center

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

2 Bedrooms5 Guests
10.0

Exceptional

33 reviews

$498
Average price / night
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Walk to Main St and Oyster Pond in Chatham
Walk to Main St and Oyster Pond in Chatham
House
Chatham, MA, USA
0.5k from Monomoy Theatre center

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

3 Bedrooms6 Guests
7.0

Good

1 reviews

$318
Average price / night
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22 Veterans’ Field Rd., Chatham, MA: Home Plate
22 Veterans’ Field Rd., Chatham, MA: Home Plate
House
Chatham, MA, 02633, United States
0.2k from Monomoy Theatre center

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

4 Bedrooms12 Guests
9.8

Exceptional

14 reviews

$768
Average price / night
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Walk to Oyster Pond and Main Street Chatham
Walk to Oyster Pond and Main Street Chatham
House
Chatham, MA, USA
0.5k from Monomoy Theatre center

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

4 Bedrooms8 Guests
8.0

Good

1 reviews

$1074
Average price / night
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Chatham Village - Center - Main Street Center Area
Chatham Village - Center - Main Street Center Area
Condo
Chatham, MA, 02633, United States
0.3k from Monomoy Theatre center

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

3 Bedrooms6 Guests
9.8

Exceptional

50 reviews

$412
Average price / night
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32 Bearses By Way Chatham Cape Cod - - Chatterbox
32 Bearses By Way Chatham Cape Cod - - Chatterbox
House
Chatham, MA, USA
0.5k from Monomoy Theatre center

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

1 Bedroom8 Guests
10.0

Exceptional

1 reviews

$1050
Average price / night
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Family friendly luxury home with heated pool and spa
Family friendly luxury home with heated pool and spa
House
Chatham, MA, 02633, United States
0.4k from Monomoy Theatre center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms14 Guests
10.0

Exceptional

26 reviews

$1213
Average price / night
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40 Tip Cart Drive Chatham Cape Cod - The Hideaway
40 Tip Cart Drive Chatham Cape Cod - The Hideaway
House
Chatham, MA, USA
0.5k from Monomoy Theatre center

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

1 Bedroom7 Guests
New to Booking
$894
Average price / night
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Walk to town and beach from this updated 3BR house in historic Chatham
Walk to town and beach from this updated 3BR house in historic Chatham
House
Chatham, MA, 02633, United States
0.5k from Monomoy Theatre center

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

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$906
Average price / night
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Dreamcatcher
Dreamcatcher
House
Chatham, MA, USA
0.7k from Monomoy Theatre center

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

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$499
Average price / night
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Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
Cottage
Chatham, MA, 02633, United States
0.5k from Monomoy Theatre center

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

4 Bedrooms7 Guests
10.0

Exceptional

11 reviews

$916
Average price / night
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Oyster Beach Bungalow
Oyster Beach Bungalow
Apartment
Monomoy Theatre, Chatham, Massachusetts, USA
0.7k from Monomoy Theatre center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Bungalows

1 Bedroom2 Guests
8.2

Very Good

14 reviews

$367
Average price / night
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Charming 3 bedroom 2.5 bath sleeps 6 - Walk to Town & Oyster Pond
Charming 3 bedroom 2.5 bath sleeps 6 - Walk to Town & Oyster Pond
House
Chatham, MA, 02633, United States
0.5k from Monomoy Theatre center

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

3 Bedrooms6 Guests
10.0

Exceptional

24 reviews

$1018
Average price / night
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Red Door Retreat in Chatham
Red Door Retreat in Chatham
House
Chatham, MA, USA
0.8k from Monomoy Theatre center

Kitchen, Balcony/Terrace, Child Friendly, Air Conditioner, Parking, Internet

3 Bedrooms10 Guests
New to Booking
$1100
Average price / night
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Newly renovated! Perfect family home, short walk to Chatham!
Newly renovated! Perfect family home, short walk to Chatham!
House
Chatham, MA, 02633, United States
0.5k from Monomoy Theatre center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$653
Average price / night
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Full Renovation Amazing Spot with Views
Full Renovation Amazing Spot with Views
House
Chatham, MA, USA
0.9k from Monomoy Theatre center

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

2 Bedrooms4 Guests
9.6

Exceptional

8 reviews

$593
Average price / night
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In Town Newly Renovated Cape
In Town Newly Renovated Cape
House
Chatham, MA, 02633, United States
0.6k from Monomoy Theatre center

AC, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

40 reviews

$537
Average price / night
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Quintessential Cape directly on the Cape Cod Rail Dog Friendly
Quintessential Cape directly on the Cape Cod Rail Dog Friendly
House
Chatham, MA, USA
0.9k from Monomoy Theatre center

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

4 Bedrooms8 Guests
9.5

Superb

2 reviews

$549
Average price / night
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Cozy Cape near Chatham Center
Cozy Cape near Chatham Center
House
Chatham, MA, 02633, United States
0.7k from Monomoy Theatre center

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

4 Bedrooms8 Guests
9.8

Exceptional

59 reviews

$550
Average price / night
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Fantastically located Chatham house - DISCOUNTED - New patio, refurbished
Fantastically located Chatham house - DISCOUNTED - New patio, refurbished
House
Chatham, MA, 02633, United States
0.7k from Monomoy Theatre center

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

3 Bedrooms10 Guests
10.0

Exceptional

7 reviews

$820
Average price / night
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Downtown Chatham Luxury 9 BR Home with Heated Pool.  Pets welcome!
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
House
Chatham, MA, 02633, United States
0.7k from Monomoy Theatre center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

9 Bedrooms21 Guests
10.0

Exceptional

40 reviews

$2956
Average price / night
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Pristine Chatham home walkable to town, CBI, Fish Pier and baseball field
Pristine Chatham home walkable to town, CBI, Fish Pier and baseball field
House
Chatham, MA, 02633, United States
0.7k from Monomoy Theatre center

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

2 Bedrooms6 Guests
10.0

Exceptional

13 reviews

$676
Average price / night
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Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
House
Chatham, MA, 02633, United States
0.8k from Monomoy Theatre center

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

3 Bedrooms8 Guests
10.0

Exceptional

83 reviews

$496
Average price / night
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Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
House
chatham, MA, 02633, United States
0.8k from Monomoy Theatre center

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

3 Bedrooms10 Guests
9.6

Exceptional

82 reviews

$667
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 Family Vacation Rentals in Monomoy Theatre.

Monomoy Theatre Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 384 verified family-friendly vacation rentals in Monomoy Theatre. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Monomoy Theatre vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $318 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Monomoy Theatre 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 Monomoy Theatre 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 Monomoy Theatre often include amenities such as Child Friendly, Fireplace/Heating, 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.