Search for vacation rentals in Greenwich.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Greenwich area to find the perfect spot for your vacay.

367 Riversville Rd

367 Riversville Rd

Greenwich, CT
$325
Vacation Rentals, Unknown
Furnished summer rental with a pool and tennis court. Live the "Summer in France" lifestyle right here in Greenwich, CT. This 7,860sf Chateau has 6 bedrooms, 4.1 baths, formal and informal......

294 Riversville Rd

294 Riversville Rd

Greenwich, CT
$38
Vacation Rentals, Unknown
This stunning mansion in Greenwich Connecticut is a one-of-a-kind property. Set on 3 acres of land, the gardens are vast with their own personal lake and three private bridges. This grand home......

32 Sherwood Pl

32 Sherwood Pl

Greenwich, CT
$3,950
Vacation Rentals, Unknown
Charming recently renovated Victorian home in downtown Greenwich. Great location; walk to train, parks, schools and dining. Hardwood floors throughout. Wood burning fireplace. Home has flexible......

8 Dearfield Dr

8 Dearfield Dr

Greenwich, CT
$155
Vacation Rentals, Unknown
Spectacular classic brick manor on .57 acres in downtown Greenwich. Completely renovated. Gracious foyer with marble powder room, traditional living room with study/office, formal dining room, and......

E Putnam Ave

E Putnam Ave

Greenwich, CT
$5,500
Vacation Rentals, Unknown
Recently renovated 3-4 bedroom, 3 bathroom, house in central Greenwich location. Hardwood floors, dining room, family room, downstairs playroom, stainless steel appliances, deck, patio and fenced......

331 Round Hill Rd

331 Round Hill Rd

Greenwich, CT
$365
Vacation Rentals, Unknown
Large gated farmhouse with huge heated pool on four private acres. Completely renovated and updated with 7 bedrooms, including a luxurious primary suite with sitting area, vaulted ceiling and......

Riversville Rd

Riversville Rd

Greenwich, CT
$38
Vacation Rentals, Unknown
This stunning mansion in Greenwich Connecticut is a one-of-a-kind property. Set on 3 acres of land, the gardens are vast with their own personal lake and three private bridges. This grand home......

294 Riversville Rd

294 Riversville Rd

Greenwich, CT
$36
Vacation Rentals, Unknown
This stunning mansion in Greenwich Connecticut is a one-of-a-kind property. Set on 3 acres of land, the gardens are vast with their own personal lake and three private bridges. This grand home......

555 North St

555 North St

Greenwich, CT
$45
Vacation Rentals, Unknown
Welcome to 555 North Street, a charming retreat nestled in the heart of Greenwich, CT. Situated back from the road, this stunning residence offers privacy and tranquility, accessed via a......

35 Meeting House Rd

35 Meeting House Rd

Greenwich, CT
$138
Vacation Rentals, Unknown
This back-country barn combines old world charm with modern living. Wide-plank floors, sprawling wood beams, and antique fireplaces give this home a quintessential New England feel. The modern......

248 Stanwich Rd

248 Stanwich Rd

Greenwich, CT
$25
Vacation Rentals, Unknown
Available for long term rental starting on July 1st. Gorgeous 3 bedroom home minutes from town on 1.21 aces with terrace, outdoor kitchen, fire pit and outdoor shower. Living room with fireplace......

19 Parsonage Rd

19 Parsonage Rd

Greenwich, CT
$22
Vacation Rentals, Unknown
Perfect 5 bedroom summer rental minutes from town. Enter the front door to an impressive foyer with sweeping staircase. Formal living and dining rooms. Paneled library/office with fireplace opens......

6 E Lawn Ln

6 E Lawn Ln

Greenwich, CT
$11
Vacation Rentals, Unknown
This lovely updated and well-maintained home sits on a park-like acre of green lawns and lush gardens. A private oasis with a heated pool and pool house, hosting a kitchen and bath. The interiors......

30 Byram Shore Rd

30 Byram Shore Rd

Greenwich, CT
$12
Vacation Rentals, Unknown
Home with new appliances and pool. Walk to beach and public tennis courts....

66 Pemberwick Rd

66 Pemberwick Rd

Greenwich, CT
$3,800
Vacation Rentals, Unknown
Enjoy living in this 2 bedroom 1 bathroom single family home. Enter the home from a large porch into a mud room where there is a nice size bathroom. Mud room is connected to the large eat in......

4 Swan Ter

4 Swan Ter

Greenwich, CT
$4,975
Vacation Rentals, Unknown
Sunny and bright home located on a cul-de-sac. Hardwood floors throughout. Private backyard. Walk to Greenwich Avenue and elementary school....

27 Khakum Wood Rd

27 Khakum Wood Rd

Greenwich, CT
$72
Vacation Rentals, Unknown
Summer rental June 1 through Labor Day. A timeless, yet modern 1920's Georgian Colonial turn-key home available for your summer enjoyment. Sitting on almost 2.5 graceful acres in the prestigious......

0 Mallard Dr

0 Mallard Dr

Greenwich, CT
$7,000
Vacation Rentals, Unknown
Experience the charm of ranch-style living in downtown with this spacious open floor plan home! Boasting 4 bedrooms and 3.5 baths, it features an especially appealing large family room, attractive......

18 Almira Dr

18 Almira Dr

Greenwich, CT
$4,150
Vacation Rentals, Unknown
House is located in Greenwich Connecticut and was recently renovated. A brand new bath has been added, open breakfast bar between kitchen & living room, New HVAC and finished basement/man cave.......

192 Byram Shore Rd

192 Byram Shore Rd

Greenwich, CT
$9,500
Vacation Rentals, Unknown
This is a fully renovated Victorian house sitting on .92 acre in the prestigious Byram shore association with private beach . The house has 3 /4 bedrooms 4 full baths,, large modern eat in kitchen......

44 Nicholas Ave

44 Nicholas Ave

Greenwich, CT
$125
Vacation Rentals, Unknown
Attention to detail best describes this custom built contemporary colonial home. Natural light fills the home throughout. Excellent open flow starting with the double height entry. The gourmet......

80 Mallard Dr

80 Mallard Dr

Greenwich, CT
$18
Vacation Rentals, Unknown
Located in the heart of Greenwich, prime central location, this property features anexpansive deck and a fenced-in backyard. The residence is in impeccable condition.Updated floors, light fixtures......

24 Nicholas Ave

24 Nicholas Ave

Greenwich, CT
$5,000
Vacation Rentals, Unknown
Completely renovated 2 bed/1.5 bath with a large fenced in yard, garage, and mudroom. First level is a pristine open floor plan with a living room with a gas fireplace, built in bench dining room,......

33 Prospect St

33 Prospect St

Greenwich, CT
$4,100
Vacation Rentals, Unknown
Complete and beautiful renovation of this 3 bedroom, 2 bathroom single family dwelling. Large first floor family room with full bath and laundry room. Second floor offers a kitchen, full bath, 3......

155 Milbank Ave

155 Milbank Ave

Greenwich, CT
$22
Vacation Rentals, Unknown
This stunning, fully renovated single family residence is ideally located just a block off Greenwich Avenue. The 4 bedroom home represents the best of in town living seconds away from shops,......

74 N Water St

74 N Water St

Greenwich, CT
$5,000
Vacation Rentals, Unknown
No pets. Electricity, water, trash included in rent. No central air. Tenant responsible for lawn maintenance and sidewalk (not driveway) snow removal. Sunny, totally renovated single family home.......

61 Cutler Rd

61 Cutler Rd

Greenwich, CT
$7,500
Vacation Rentals, Unknown
Through a stone wall, up a private drive lined with beautiful mature trees, sits this charming, updated 1940's brick Georgian Colonial. This three bedroom, three bath home, has hardwood floors, a......

378 Taconic Rd

378 Taconic Rd

Greenwich, CT
$45
Vacation Rentals, Unknown
Welcome home to a quintessential Greenwich estate with incredible views, privacy, and all the bells and whistles one could want. Spend the summer lounging by the pool and dining on the expansive......

80 Milbank Ave

80 Milbank Ave

Greenwich, CT
$16
Vacation Rentals, Unknown
This luxurious townhouse is steps from Greenwich Avenue, a short drive to the beach, and an easy 45-minute commute to NYC; allowing you to easily enjoy all that Greenwich offers! As you open the......

124 Woodside Dr

124 Woodside Dr

Greenwich, CT
$16
Vacation Rentals, Unknown
Newly renovated home in the private association of Milbrook on a cul de sac. Enjoy a brand new kitchen with a large island that connects with a spacious open family room with fireplace. Primary......

416 Taconic Rd

416 Taconic Rd

Greenwich, CT
$575
Vacation Rentals, Unknown
August - Labor Day, 2024: spend it in this wonderful 5 bedroom, 5 bath Colonial with pool located in serene backcountry Greenwich / Stamford. Surrounded by horse farms and only 5 minutes away from......

10 Chieftans Rd

10 Chieftans Rd

Greenwich, CT
$175
Vacation Rentals, Unknown
Beautiful Furnished Rental in private gated association in Greenwich. First floor primary suite with fireplace, 2 bathrooms and terrace. 3 ensuite dbl bedrooms on 2nd floor and bedroom, bath in......

340 Field Point Rd

340 Field Point Rd

Greenwich, CT
$35
Vacation Rentals, Unknown
LOCATION!Lovely Belle Haven Peninsula Home, walking distance to downtown Greenwich Ave, with top notch restaurants, shopping & train. Close to beaches & 27 miles to NYC! Beautiful renovated 4......

52 N Stanwich Rd

52 N Stanwich Rd

Greenwich, CT
$2,995
Vacation Rentals, Unknown
A cute cottage is available for rent. It has two bedrooms, a living room/dining room, kitchen, a full bath, with central air conditioning. It is partially furnished with furniture in the living......

32 Washington Ave

32 Washington Ave

Greenwich, CT
$2,300
Vacation Rentals, Unknown
Large one bed room apartment with fire place located inside a two family house in the Center of Downtown Greenwich, CT. Walk to All: YMCA, Wholefoods, Library, Hospital, 10 minutes about walking to......

6 Lyon Ave

6 Lyon Ave

Greenwich, CT
$6,800
Vacation Rentals, Unknown
Discover comfort and convenience in this delightful 3-bedroom, 2.1 bathroom single-family home. This well-maintained residence offers a spacious layout, modern kitchen with stainless steel......

12 Grigg St

12 Grigg St

Greenwich, CT
$5,600
Vacation Rentals, Unknown
Welcome to your stylish and freshly renovated 4-bedroom house, conveniently located near Greenwich Ave. Immerse yourself in modern comfort and sophistication as you enter into this thoughtfully......

1 Putnam Ct

1 Putnam Ct

Greenwich, CT
$3,950
Vacation Rentals, Unknown
Charming pre-war Victorian in the heart of downtown Greenwich! This 2-bedroom single-family home is a rare gem with private driveway, garage, and fenced in backyard just minutes to Whole Foods,......

50 Lafayette Pl

50 Lafayette Pl

Greenwich, CT
$3,500
Vacation Rentals, Unknown
Freshly painted corner unit with balcony overlooking the courtyard. Brand new stainless steel appliances. 2 bed, 2 bath, hardwood floors throughout. Conveniently located near Greenwich Ave and all......

48 Morningside Dr

48 Morningside Dr

Greenwich, CT
$10
Vacation Rentals, Unknown
Newly remodeled, refinished hardwood floors, freshly painted home. Open floor plan, sunny kitchen/ dining space with sky lights. Large kitchen island, high-end appliances. Spacious family room......

Greenwich, CT

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