Holiday rentals near Drazen Orchards

We found 667 holiday rentals — enter your dates for availability

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September 2025

October 2025

Choose the right holiday rental that's near Drazen Orchards. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as parking and air conditioning. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Drazen Orchards

Showing deals for:19 Dec - 26 Dec

Fall sunsets are a prize possession here at the lake!

Exceptional

(38 reviews)

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape

Plymouth, CT

8% off

for 7 nights, 1 cottage

AU$857 per night

includes taxes & fees

Wolcott Vacation Rental | 3BR | 2BA | 1,176 Sq Ft | Stairs Required

Exceptional

(24 reviews)

Lakefront Home, Close to Mt Southington!

Wolcott, CT

7% off

for 7 nights, 1 home

AU$640 per night

includes taxes & fees

5,100 Sq. Ft. Swiss Chalet-sixteen beautiful, private acres-Perfect for Holidays

Exceptional

(14 reviews)

Swiss Chalet amidst sixteen acres in Litchfield Hills surrounded by land trust

Watertown, CT

8% off

for 7 nights, 1 home

AU$2,463 per night

includes taxes & fees

Exceptional

(120 reviews)

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

Middle Haddam, CT

8% off

for 7 nights, 1 home

AU$1,036 per night

includes taxes & fees

Unobstructed Long Island Sound views directly across with walking path

Exceptional

(7 reviews)

Clear LI Sound waterview, Wedding pics, Yale&Beach

East Haven, CT

8% off

for 7 nights, 1 home

AU$1,135 per night

includes taxes & fees

Exceptional

(46 reviews)

Beautiful Waterfront Beach House for Family Vacations

Branford, CT

8% off

for 7 nights, 1 home

AU$1,004 per night

includes taxes & fees

Covered Mahogany deck, perfect for drinks and hanging out

Exceptional

(33 reviews)

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth, CT

8% off

for 7 nights, 1 home

AU$945 per night

includes taxes & fees

New Haven Vacation Rental | 3BR | 2BA | Stairs To Access | 1,459 Sq Ft

Exceptional

(8 reviews)

New Haven Gem w/ Private Pool, Walk to Beach!

East Haven, CT

11% off

for 7 nights, 1 home

AU$730 per night

includes taxes & fees

Exceptional

(9 reviews)

6-Acre Luxurious Country Home with Goddess Point Lookout

Woodbury, CT

8% off

for 7 nights, 1 home

AU$1,249 per night

includes taxes & fees

Exceptional

(50 reviews)

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

West Haven, CT

8% off

for 7 nights, 1 home

AU$1,168 per night

includes taxes & fees

Exceptional

(34 reviews)

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

East Haven, CT

17% off

for 7 nights, 1 home

AU$1,435 per night

includes taxes & fees

Front door and outdoor patio to lower level luxury apartment.

Exceptional

(15 reviews)

StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.

Branford, CT

7% off

for 7 nights, 1 apartment

AU$393 per night

includes taxes & fees

Find spaces that suit your style

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Condo/Apartment

Find the best place to stay - Drazen Orchards

The Queen of the Thimble Islands

Sleeps 15 · 8 bedrooms · 4+ bathrooms

Premier Host

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Sleeps 6 · 3 bedrooms · 1 bathroom

Premier Host

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends

Sleeps 10 · 4 bedrooms · 2 bathrooms

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Enjoy full kitchens, laundry, pools, gardens and more
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More space, more privacy, more amenities — more value