Holiday rentals near Western Connecticut Medical Group
We found 486 holiday rentals — enter your dates for availability
Take a look at private holiday rentals near Western Connecticut Medical Group that can be your home away from home. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a fireplace. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Western Connecticut Medical Group
Showing deals for:7 Nov - 14 Nov
Image gallery for Fabulous year round waterfront retreat on Lake Waramaug
1010 out of 10 rating
Exceptional
(6 reviews)
Fabulous year round waterfront retreat on Lake Waramaug
New Preston, CT
8% off
Price is £6,345
£6,345
£906 per night
includes taxes & fees
Image gallery for Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
1010 out of 10 rating
Exceptional
(20 reviews)
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.
Danbury, CT
8% off
Price is £5,482
£5,482
£783 per night
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
1010 out of 10 rating
Exceptional
(16 reviews)
100% WASHINGTON! PoshPadsCT "SENFF ESTATE"8-BR, 2Hrs NYC, Heated Pool, Ski, BBQ
Washington, CT
17% off
Price is £11,780
£11,780
£1,683 per night
includes taxes & fees
Image gallery for Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video
Washington, CT
7% off
Price is £5,749
£5,749
£821 per night
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
1010 out of 10 rating
Exceptional
(11 reviews)
100% ROXBURY! PoshPadsCT "MOOSEHORN" 2HrsNYC, Mint 6-BR, Pool, Ski, BBQ, Bikes
Roxbury, CT
34% off
Price is £4,825
£4,825
£689 per night
includes taxes & fees
Image gallery for Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
1010 out of 10 rating
Exceptional
(17 reviews)
Beautiful, Fun Lakefront Retreat -- Perfect for family reunions / groups
Brookfield, CT
16% off
Price is £9,893
£9,893
£1,413 per night
includes taxes & fees
Image gallery for Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
1010 out of 10 rating
Exceptional
(5 reviews)
Candlewood Isle Cabin ~Dog-Friendly ~Lake Access~ Beach, Tennis, Basketball
New Fairfield, CT
14% off
Price is £2,121
£2,121
£303 per night
includes taxes & fees
Image gallery for 100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
9.89.8 out of 10 rating
Exceptional
(11 reviews)
100% WASHINGTON! PoshPadsCT "SHEARER"2HrsNYC, 3BR, Heated Pool, Ski, BBQ, 2FPs
Washington, CT
34% off
Price is £4,249
£4,249
£607 per night
includes taxes & fees
Image gallery for 100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
9.89.8 out of 10 rating
Exceptional
(6 reviews)
100% ROXBURY! PoshPadsCT "SENTRY HILL" 1.5Hrs NYC,Mint 6BR, Pool, Ski, Bike, BBQ
Roxbury, CT
51% off
Price is £3,425
£3,425
£489 per night
includes taxes & fees
Image gallery for Candlewood Lake Perfection: Large and very private House, property and pool.
1010 out of 10 rating
Exceptional
(18 reviews)
Candlewood Lake Perfection: Large and very private House, property and pool.
Danbury, CT
8% off
Price is £12,474
£12,474
£1,782 per night
includes taxes & fees
Image gallery for Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
9.69.6 out of 10 rating
Exceptional
(71 reviews)
Lakefront Cottage On Quiet Lake, Private Dock, Private Beach Area, Boat Use
Bethlehem, CT
8% off
Price is £1,403
£1,403
£200 per night
includes taxes & fees
Image gallery for Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
New Milford, CT
12% off
Price is £3,612
£3,612
£516 per night
includes taxes & fees
Image gallery for Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Best Town WASHINGTON! PoshPadsCT"51 SENFF" 2Hrs-NYC Mint 5BR, Ski, BBQ, HotTub!
Washington, CT
34% off
Price is £4,784
£4,784
£683 per night
includes taxes & fees
Image gallery for Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
1010 out of 10 rating
Exceptional
(12 reviews)
Waterfront modern summer oasis under 2 hours from NYC! Swim from our dock!
Bethlehem, CT
7% off
Price is £1,726
£1,726
£247 per night
includes taxes & fees
Image gallery for Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
1010 out of 10 rating
Exceptional
(79 reviews)
Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio..more!
New Fairfield, CT
12% off
Price is £9,090
£9,090
£1,299 per night
includes taxes & fees
Image gallery for RAIN, SNOW OR SHINE! THIS HOUSE HAS ALL YOU NEED AND MORE TO HAVE A GOOD TIME !
1010 out of 10 rating
Exceptional
(5 reviews)
RAIN, SNOW OR SHINE! THIS HOUSE HAS ALL YOU NEED AND MORE TO HAVE A GOOD TIME !
Pound Ridge, NY
5% off
Price is £8,226
£8,226
£1,175 per night
includes taxes & fees
Image gallery for Litchfield County Four Season Country Paradise
9.69.6 out of 10 rating
Exceptional
(46 reviews)
Litchfield County Four Season Country Paradise
Roxbury, CT
8% off
Price is £6,354
£6,354
£908 per night
includes taxes & fees
Image gallery for Stunning Waterfall View - 5 Bedroom
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning Waterfall View - 5 Bedroom
Westport, CT
8% off
Price is £4,571
£4,571
£653 per night
includes taxes & fees
Image gallery for Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
1010 out of 10 rating
Exceptional
(15 reviews)
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Carmel, NY
19% off
Price is £2,697
£2,697
£385 per night
includes taxes & fees
Image gallery for Fun, Friends, and Family Lakefront Home w/Dock and Beach
1010 out of 10 rating
Exceptional
(12 reviews)
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Mahopac, NY
12% off
Price is £3,643
£3,643
£520 per night
includes taxes & fees
Image gallery for Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
1010 out of 10 rating
Exceptional
(6 reviews)
Quintessential Connecticut Living 5BRD/3 bath Home with Game Room and Fire Pit
New Milford, CT
8% off
Price is £3,230
£3,230
£461 per night
includes taxes & fees
Image gallery for Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
1010 out of 10 rating
Exceptional
(7 reviews)
Escape to a Luxury Lakehouse Retreat- Chefs Indoor Outdoor Kitchen Hot Tub Steam
New Fairfield, CT
8% off
Price is £10,296
£10,296
£1,471 per night
includes taxes & fees
Image gallery for Mid-Century Modern Hilltop Retreat
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Mid-Century Modern Hilltop Retreat
South Salem, NY
18% off
Price is £4,097
£4,097
£585 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is £5,833
£5,833
£833 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Western Connecticut Medical Group
Charming 1760 Cape Nestled in the Foothills of Litchfield County
Sleeps 6 · 4 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
153 reviews(153 reviews)
Charming 2-bedroom apartment waterfront with WiFi, lovely New Milford
Sleeps 5 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Cozy in-law apartment
Sleeps 4 · 1 bedroom · 1 bathroom
1845 Historic & Romantic Westport/Weston River Access - Luxury Matresses Low EMF
Sleeps 7 · 4 bedrooms · 4+ bathrooms
Westport Summer retreat w/ 40 Ft saltwater pool, 6 bedrooms + guest cottage
Sleeps 14 · 7 bedrooms · 6+ bathrooms
Quintessential Cozy Haven, Brooklawn Beauty
Sleeps 10 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Top rated rentals - Western Connecticut Medical Group
Amazing
1010 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Great location great host everything we needed.
Donal R.
Stayed May 2025
Christmas with family
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Enjoyed our stay. Jacques is probably the most responsive owner I have ever rented from. Makes a real difference. Always helpful with any queries.
Richard H.
Stayed Dec 2024
Lovely House, Fabulous Lake Views
1010 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
We thoroughly enjoyed our stay at Pinewood Retreat. Beds and linens were top quality, house had everything we needed, both indoors and out. Martha left clear instructions and was readily available at all times. A very pleasant stay.
Christiane L.
Stayed Jul 2024
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value