51+ Private Villas and Holiday Rentals in Cherry Valley |
Cherry Valley Holiday Rentals
House
- Massachusetts
- ·
- Cherry Valley
- 2.45 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Internet
Laundry
Bedding/Linens
CA $322/Night
7 Nights - CA $2,253
House
- Worcester
- ·
- Forest Grove
- 1.52 mi to center
9.8Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
129.17 ft²
- Fireplace/Heating
View
Parking
Air Conditioner
CA $224/Night
7 Nights - CA $1,567
Apartment
- Massachusetts
- ·
- Worcester
- 1.68 mi to center
9.8Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
1111 ft²
- Fireplace/Heating
Pet Friendly
Kitchen- Air Conditioner
CA $282/Night
7 Nights - CA $1,978
Villa
- Massachusetts
- ·
- Leicester
- 1.33 mi to center
9.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
2701.74 ft²
Balcony/Terrace
Breakfast- Kitchen
- Parking
CA $742/Night
7 Nights - CA $5,192
Apartment
- Massachusetts
- ·
- Worcester
- 1.72 mi to center
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Laundry
CA $276/Night
7 Nights - CA $1,934
House
- Massachusetts
- ·
- Worcester
- 1.60 mi to center
1 Bedroom
1 Bath
1 Guest
Hot Tub- Fireplace/Heating
- Air Conditioner
- Internet
CA $42/Night
7 Nights - CA $294
House
- Massachusetts
- ·
- Cherry Valley
- 1.99 mi to center
10.0Exceptional
(12 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $545/Night
7 Nights - CA $3,814
House
- Massachusetts
- ·
- Worcester
- 1.70 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
1 Bath
6 Guests
2300 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $478/Night
7 Nights - CA $3,346
Bed & Breakfast
- Massachusetts
- ·
- Worcester
- 2.17 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Internet
CA $466/Night
7 Nights - CA $3,261
Luxury Holiday Rentals in Cherry Valley
Over 42+ Luxury Holiday Rentals in or Near Cherry Valley
House
- Worcester
- ·
- Webster Square
- 0.28 mi to center
8.0Excellent
(4 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $721/Night
7 Nights - CA $5,047
Apartment
- Massachusetts
- ·
- Worcester
- 2.10 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $638/Night
7 Nights - CA $4,469
House
- Worcester
- ·
- Forest Grove
- 1.53 mi to center
9.6Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $614/Night
7 Nights - CA $4,298
Apartment
- Massachusetts
- ·
- Worcester
- 1.88 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $526/Night
7 Nights - CA $3,680
Apartment
- Massachusetts
- ·
- Worcester
- 1.80 mi to center
3 Bedrooms
1 Bath
13 Guests
1097.92 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
CA $478/Night
7 Nights - CA $3,345
House
- Worcester
- ·
- Webster Square
- 0.11 mi to center
1.0Average
(1 Review)
4 Bedrooms
3 Baths
8 Guests
2088.2 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $450/Night
7 Nights - CA $3,149
Apartment
- Massachusetts
- ·
- Leicester
- 0.15 mi to center
9.2Exceptional
(10 Reviews)
3 Bedrooms
1 Bath
5 Guests
1100 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $346/Night
7 Nights - CA $2,424
Apartment
- Massachusetts
- ·
- Worcester
- 2.49 mi to center
3 Bedrooms
1 Bath
6 Guests
1500 ft²
Oceanfront- Fireplace/Heating
Ocean View- View
CA $282/Night
7 Nights - CA $1,971
House
3 Bedrooms
2 Baths
5 Guests
1797.57 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Internet
CA $226/Night
7 Nights - CA $1,581
Top-Rated Holiday Rentals with a Pool in Cherry Valley
Over 2+ The Best Private Villas and Holiday Rentals in Cherry Valley with a Pool
Apartment
- Massachusetts
- ·
- Cherry Valley
- 3.56 mi to center
8.0Excellent
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
Spa- Fireplace/Heating
Pool
CA $283/Night
7 Nights - CA $1,979
House
- Massachusetts
- ·
- Cherry Valley
- 2.69 mi to center
2 Bedrooms
2 Baths
4 Guests
1000 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
CA $1,319/Night
7 Nights - CA $9,231
Pet-Friendly Holiday Rentals in Cherry Valley
Over 10+ Pet-Friendly Holiday Rentals in or Near Cherry Valley
Apartment
- Massachusetts
- ·
- Cherry Valley
- 2.09 mi to center
1 Bedroom
2 Baths
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $133/Night
7 Nights - CA $933
New
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Pet Friendly
- Air Conditioner
- Internet
Child Friendly
CA $178/Night
7 Nights - CA $1,248
Apartment
- Massachusetts
- ·
- Worcester
- 1.66 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
13 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $597/Night
7 Nights - CA $4,180
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Pet Friendly
- Parking
- Internet
- Child Friendly
CA $164/Night
7 Nights - CA $1,147
Apartment
- Massachusetts
- ·
- Worcester
- 1.94 mi to center
3 Bedrooms
1 Bath
6 Guests
- Pet Friendly
- Parking
- Air Conditioner
- Internet
CA $267/Night
7 Nights - CA $1,871
House
- Worcester
- ·
- Webster Square
- 1.10 mi to center
2 Bedrooms
1 Bath
6 Guests
1030 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $161/Night
7 Nights - CA $1,130
House
- Massachusetts
- ·
- Cherry Valley
- 2.29 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $133/Night
7 Nights - CA $933
House
4 Bedrooms
2 Baths
5 Guests
1800 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $215/Night
7 Nights - CA $1,502
House
- Massachusetts
- ·
- Cherry Valley
- 1.97 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $211/Night
7 Nights - CA $1,481
Large Holiday Rentals and Private Villas in Cherry Valley
Over 6+ Large Holiday Rentals and Private Villas in or Near Cherry Valley
House
- Massachusetts
- ·
- Leicester
- 0.96 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
14 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $571/Night
7 Nights - CA $3,995
Apartment
- Massachusetts
- ·
- Worcester
- 1.20 mi to center
6.0Good
(51 Reviews)
17 Bedrooms
1 Bath
4 Guests
301.39 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
CA $147/Night
7 Nights - CA $1,030
House
- Massachusetts
- ·
- Leicester
- 2.02 mi to center
9.8Exceptional
(190 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
CA $469/Night
7 Nights - CA $3,282
House
- Worcester
- ·
- Forest Grove
- 1.52 mi to center
8.4Excellent
(6 Reviews)
5 Bedrooms
2 Baths
8 Guests
2392 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $530/Night
7 Nights - CA $3,711
House
- Massachusetts
- ·
- Leicester
- 1.33 mi to center
3 Bedrooms
4 Baths
15 Guests
2700 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $754/Night
7 Nights - CA $5,281
Apartment
- Worcester
- ·
- Webster Square
- 1.62 mi to center
1 Bedroom
2 Baths
10 Guests
- Kitchen
- Bedding/Linens
CA $126/Night
7 Nights - CA $885
Cherry Valley Private Villas and Holiday Homes Under $200
Over 11+ Cherry Valley Private Villas and Holiday Homes Under $200
House
- Massachusetts
- ·
- Worcester
- 2.27 mi to center
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $53/Night
7 Nights - CA $371
Apartment
- Massachusetts
- ·
- Worcester
- 1.60 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $237/Night
7 Nights - CA $1,662
House
- Worcester
- ·
- Webster Square
- 0.35 mi to center
9.6Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
CA $240/Night
7 Nights - CA $1,681
Apartment
- Worcester
- ·
- Webster Square
- 0.17 mi to center
7.8Very Good
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Bedding/Linens
CA $175/Night
7 Nights - CA $1,223
CA $213/Night
7 Nights - CA $1,492
CA $183/Night
7 Nights - CA $1,283
Apartment
- Massachusetts
- ·
- Worcester
- 1.90 mi to center
4.6Average
(16 Reviews)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $85/Night
7 Nights - CA $597
Apartment
- Worcester
- ·
- Webster Square
- 0.89 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Breakfast
- Internet
- Child Friendly
CA $252/Night
7 Nights - CA $1,765
House
- Massachusetts
- ·
- Cherry Valley
- 2.13 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Child Friendly
CA $211/Night
7 Nights - CA $1,481
Instantly Bookable Holiday Homes in Cherry Valley
Over 6+ Instantly Bookable Holiday Homes in or Near Cherry Valley
CA $497/Night
7 Nights - CA $3,481
CA $423/Night
7 Nights - CA $2,964
Apartment
- Massachusetts
- ·
- Worcester
- 1.39 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $318/Night
7 Nights - CA $2,225
House
- Worcester
- ·
- Forest Grove
- 1.48 mi to center
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
2041 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
CA $373/Night
7 Nights - CA $2,613
CA $211/Night
7 Nights - CA $1,481
House
- Massachusetts
- ·
- Cherry Valley
- 2.12 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $133/Night
7 Nights - CA $933
Book a Last Minute Place to Stay in Cherry Valley
About Casai's Private Villas and Holiday Rentals in Cherry Valley
Discover more than 51 vacation rentals available in Cherry Valley. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cherry Valley.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cherry Valley, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cherry Valley. On average, places to stay near Cherry Valley offer 590.05 ft², with nightly prices averaging CA $351.
With Casai, finding and comparing holiday rentals in Cherry Valley is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Cherry Valley
| Type | Count |
|---|---|
| Vacation Homes | 26 |
| Holiday Apartments | 23 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Cherry Valley
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Cherry Valley.
Weather in Cherry Valley, MA
View the weather forecast for Cherry Valley before booking your Cherry Valley Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Cherry Valley?
What are the top holiday rentals in Cherry Valley?
With numerous options available in Cherry Valley, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Cherry Valley:
- Spacious 4-bedroom with four and half bathrooms
- Modern & Spacious 4 Bedroom Single Family Home
- Charming 3-bedroom, 1.5 bath house in Worcester
- The Grand Beam Residence Luxury 3BR + King Suite
- Elegant West Side 3BR unit w/King Suite
- Clean Cozy 1-BR 1BA Guest Room in Worcester
- Brand-new & modern 2 bedrooms and 1.5 baths apt.
- Velocity Residence
- Spacious 4-bedroom, 2 bathroom house with WIFI in charming Worcester
- New England Charm & Easy City Access Charming Apt in Leicester
Which holiday homes in Cherry Valley are best for families?
If you're searching for a family-friendly holiday home in Cherry Valley, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Cherry Valley:
How many Casai.ca holiday rentals are available in Cherry Valley?
As of 2026, Casai boasts over 51 properties listed in the Cherry Valley area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cherry Valley.
People Also Ask
Finding the best prices in Cherry Valley
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