Top Winter Vacations - Vacation Rentals in Penwood State Park

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $298

         

10.0 (33 Reviews)

House

Mountaintop Horse Farm with Heated Pool

• Air Conditioner
• Parking
• Pool

• Connecticut
• Maple Hill

View Availability

From US $498

         

10.0 (1 Review)

House

Elegant 2 Story Bloomfield 3 Kings 2 Queens

• Air Conditioner
• Parking
• Security/Safety

• Connecticut
• Maple Hill

View Availability

From US $200

         

|

9.2 (1006 Reviews)

Bed & Breakfast

Simsbury 1820 House

• Air Conditioner
• Parking
• Pool

• Hartford
• Simsbury Center

View Availability

From US $688

         

10.0 (4 Reviews)

House

Stylish Townhome | Perfect for Family Gatherings & Events

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Maple Hill

View Availability

From US $1,581

         

New

House

Spacious House in Prime Location

• Air Conditioner
• Parking
• Security/Safety

• Connecticut
• Maple Hill

View Availability

From US $353

         

|

9.2 (280 Reviews)

Hotel

Simsbury Inn

• Air Conditioner
• Parking
• Pool

• Hartford
• Simsbury Center

View Availability

From US $540

         

10.0 (1 Review)

House

Luxury 4-bedroom house in charming Bloomfield, Secluded, WiFi & Security camera.

• Air Conditioner
• Parking
• TV

• Connecticut
• Maple Hill

View Availability

From US $1,581

         

New

House

Ideal Family Stay Sleeps 20 in Bloomfield, CT

• Air Conditioner
• Parking
• Security/Safety

• Connecticut
• Maple Hill

View Availability

From US $688

         

9.4 (3 Reviews)

House

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Maple Hill

View Availability

From US $688

         

9.2 (5 Reviews)

House

Premium 3-Story Townhome | Perfect for Large Groups

• Air Conditioner
• Parking
• Pet Friendly

• Hartford
• Bloomfield

View Availability

From US $1,101

         

New

House

Group-Friendly Townhouse Stay – Sleeps up to 20

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Maple Hill

View Availability

From US $1,040

         

New

House

Family-Friendly Retreat - Sleeps 20 in Bloomfield, CT

• Air Conditioner
• Parking
• Pet Friendly

• Hartford
• Bloomfield

View Availability

From US $297

         

New

House

3-bedroom in Bloomfield within walking distance to gym, shops and restaurants

• Air Conditioner
• Parking
• Pet Friendly

• Hartford
• Bloomfield

View Availability

From US $276

         

New

House

Charming 3-bedroom house with wishing well,WiFi and AC in Bloomfield

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Maple Hill

View Availability

From US $177

         

10.0 (44 Reviews)

Apartment

Cozy Apartment in Private, Wooded Hillside Home Enjoy Biking, Hiking, Kayaking

• Air Conditioner
• Parking
• TV

• Connecticut
• Maple Hill

View Availability

From US $335

         

9.4 (3 Reviews)

House

Beautiful 3 bedroom home centrally located in picturesque CT.

• Air Conditioner
• Pet Friendly
• Security/Safety

• Connecticut
• Maple Hill

View Availability

New

From US $223

         

New

House

Stylish home in quaint neighborhood with luxe bedding Fast WiFi Pet Friendly

• Air Conditioner
• Parking
• Pet Friendly

• Hartford
• Simsbury Center

View Availability

From US $646

         

9.6 (4 Reviews)

House

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

• Air Conditioner
• Parking
• Pet Friendly

• Hartford
• Bloomfield

View Availability

From US $756

         

New

House

Modern 3-Floor Townhome | 5BR | Spacious & Stylish Stay

• Air Conditioner
• Parking
• Pet Friendly

• Hartford
• Bloomfield

View Availability

From US $447

         

New

House

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

• Air Conditioner
• Parking
• Pet Friendly

• Connecticut
• Maple Hill

View Availability

From US $439

         

New

House

Taste of New England; The perfect getaway

• Air Conditioner
• TV
• Security/Safety

• Hartford
• Simsbury

View Availability

New

From US $199

         

New

Apartment

Charming Bloomfield Bungalow 1-bedroom apartment in gorgeous Bloomfield CT WiFi

• Air Conditioner
• Pet Friendly
• Security/Safety

• Hartford
• Bloomfield

View Availability

From US $110

         

10.0 (72 Reviews)

Bed & Breakfast

Private, spacious Guest Suite (BR, LR, Bath, Kitchenette)

• Air Conditioner
• Parking
• TV

• Hartford
• Bloomfield

View Availability

From US $92

         

10.0 (33 Reviews)

House

Cheerful, Spacious Bedroom Suite w/private bath

• Air Conditioner
• Parking
• Balcony/Terrace

• Hartford
• Bloomfield

View Availability

★ Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Penwood State Park.