Family-Friendly Vacation Rentals in Cahoon Hollow Beach, MA: Compare 10+ Sites & Save

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  4.  Massachusetts

  5.  Cahoon Hollow Beach

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176 Best Family Vacation Rentals in Cahoon Hollow Beach (Starting from $211)

Walk to Oceanside Beach
Walk to Oceanside Beach
House
Wellfleet, MA, USA
2.1k from Cahoon Hollow Beach center

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

5 Bedrooms10 Guests
8.0

Good

1 reviews

$509
Average price / night
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Charming Handicapped Accessible 3-bedroom house in Welcoming Wellfleet
Charming Handicapped Accessible 3-bedroom house in Welcoming Wellfleet
House
Wellfleet, MA, 02667, United States
0.3k from Cahoon Hollow Beach center

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

3 Bedrooms10 Guests
New to Booking
$1504
Average price / night
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Stunning Waterfront Views Beach steps away
Stunning Waterfront Views Beach steps away
House
Wellfleet, MA, USA
2.4k from Cahoon Hollow Beach center

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

3 Bedrooms6 Guests
New to Booking
$1281
Average price / night
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Waterfront, private beach on Great Pond.
Waterfront, private beach on Great Pond.
House
Wellfleet, MA, 02667, United States
1.6k from Cahoon Hollow Beach center

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

4 Bedrooms8 Guests
10.0

Exceptional

33 reviews

$667
Average price / night
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National Seashore w Modern Architecture
National Seashore w Modern Architecture
House
Wellfleet, MA, USA
2.5k from Cahoon Hollow Beach center

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

4 Bedrooms9 Guests
New to Booking
$614
Average price / night
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Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)
Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)
House
Wellfleet, MA, 20814, United States
2.7k from Cahoon Hollow Beach center

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

3 Bedrooms7 Guests
10.0

Exceptional

5 reviews

$504
Average price / night
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Walk 1 10 Mile to Lecount Hollow Beach
Walk 1 10 Mile to Lecount Hollow Beach
House
Wellfleet, MA, USA
2.5k from Cahoon Hollow Beach center

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

1 Bedroom2 Guests
9.0

Fabulous

2 reviews

$373
Average price / night
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Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
House
Wellfleet, MA, 02667, United States
2.7k from Cahoon Hollow Beach center

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

4 Bedrooms10 Guests
9.8

Exceptional

48 reviews

$549
Average price / night
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Short Walk to Long Pond Swimming Beach
Short Walk to Long Pond Swimming Beach
House
Wellfleet, MA, USA
2.5k from Cahoon Hollow Beach center

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

6 Bedrooms10 Guests
New to Booking
$491
Average price / night
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Serene Cape Escape: Cozy & Perfect for Star Gazing!
Serene Cape Escape: Cozy & Perfect for Star Gazing!
Villa
Wellfleet, MA, 02667, United States
2.8k from Cahoon Hollow Beach center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$533
Average price / night
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4 Mins to Wellfleet Village Screened sunroom
4 Mins to Wellfleet Village Screened sunroom
House
Wellfleet, MA, USA
2.6k from Cahoon Hollow Beach center

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

3 Bedrooms8 Guests
New to Booking
$219
Average price / night
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Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
Cottage
South Wellfleet, MA, 02663, United States
3.0k from Cahoon Hollow Beach center

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

2 Bedrooms4 Guests
10.0

Exceptional

68 reviews

$667
Average price / night
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Serene Cape Escape
Serene Cape Escape
House
Wellfleet, MA, USA
2.7k from Cahoon Hollow Beach center

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

3 Bedrooms6 Guests
New to Booking
$272
Average price / night
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The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach
The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach
House
Wellfleet, MA, 02667, United States
3.0k from Cahoon Hollow Beach center

AC, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

41 reviews

$464
Average price / night
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Spacious Private Home 1 mi to Downtown Wellfleet
Spacious Private Home 1 mi to Downtown Wellfleet
House
Wellfleet, MA, USA
2.9k from Cahoon Hollow Beach center

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

5 Bedrooms10 Guests
New to Booking
$1233
Average price / night
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Relaxing clean cozy spacious artsy  S. Wellfleet home delightful inside and out
Relaxing clean cozy spacious artsy S. Wellfleet home delightful inside and out
House
South Wellfleet, MA, 02663, United States
3.3k from Cahoon Hollow Beach center

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

4 Bedrooms7 Guests
9.8

Exceptional

29 reviews

$497
Average price / night
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Old Kings Hideout
Old Kings Hideout
House
Wellfleet, MA, USA
2.9k from Cahoon Hollow Beach center

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

5 Bedrooms10 Guests
8.0

Good

2 reviews

$392
Average price / night
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Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.
Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.
House
Wellfleet, MA, 02667, United States
3.4k from Cahoon Hollow Beach center

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

4 Bedrooms9 Guests
10.0

Exceptional

64 reviews

$500
Average price / night
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Peace Among the Pines
Peace Among the Pines
House
Wellfleet, MA, USA
2.9k from Cahoon Hollow Beach center

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

3 Bedrooms7 Guests
9.0

Fabulous

1 reviews

$211
Average price / night
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Wellfleet Beach House
Wellfleet Beach House
House
Wellfleet, MA, 02667, United States
3.4k from Cahoon Hollow Beach center

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

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$815
Average price / night
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Water Views Heated Pool & Hot Tub
Water Views Heated Pool & Hot Tub
House
Wellfleet, MA, USA
3.0k from Cahoon Hollow Beach center

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

7 Bedrooms16 Guests
New to Booking
$4208
Average price / night
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Rustic Marsh-side Summer Cottage on Blackfish Creek
Rustic Marsh-side Summer Cottage on Blackfish Creek
Cottage
Wellfleet, MA, 02667, United States
3.9k from Cahoon Hollow Beach center

Barbecue, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space, Patio

2 Bedrooms4 Guests
9.8

Exceptional

49 reviews

$2403
Average price / night
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Quiet Outer Cape Get Away
Quiet Outer Cape Get Away
Cottage
Wellfleet, MA, 02667, United States
4.0k from Cahoon Hollow Beach center

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

1 Bedroom4 Guests
9.8

Exceptional

36 reviews

$309
Average price / night
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Remodeled Historical Cape House.  Close to Town, Bayside, and Ocean
Remodeled Historical Cape House. Close to Town, Bayside, and Ocean
House
Wellfleet, MA, 02667, United States
4.0k from Cahoon Hollow Beach center

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

4 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$472
Average price / night
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Gorgeous 4BR/3BA Wellfleet Cove-view home with Amazing Sunsets and Bay Views
Gorgeous 4BR/3BA Wellfleet Cove-view home with Amazing Sunsets and Bay Views
House
Wellfleet, MA, 02667, United States
4.1k from Cahoon Hollow Beach center

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

4 Bedrooms10 Guests
10.0

Exceptional

9 reviews

$1049
Average price / night
Check Availability
SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted
SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted
House
Wellfleet, MA, 02667, United States
4.1k from Cahoon Hollow Beach center

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

3 Bedrooms8 Guests
10.0

Exceptional

30 reviews

$257
Average price / night
Check Availability
In the Heart of It All – Elegant Town-Center Charm Awaits!
In the Heart of It All – Elegant Town-Center Charm Awaits!
House
Wellfleet, MA, 02667, United States
4.1k from Cahoon Hollow Beach center

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

6 Bedrooms12 Guests
10.0

Exceptional

42 reviews

$1166
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 Cahoon Hollow Beach.

Cahoon Hollow Beach Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 176 verified family-friendly vacation rentals in Cahoon Hollow Beach. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Cahoon Hollow Beach vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $211 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Cahoon Hollow Beach 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 Cahoon Hollow Beach 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 Cahoon Hollow Beach 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.