Greenwich, CT Vacation Homes from AED 495

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Our top choices for Greenwich vacation homes

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

1. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Waterside

Leslie S.

AED 1,194 total

includes taxes & fees

13 Oct - 14 Oct

A campfire with a wooden table and benches by a lake.

2. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

AED 1,239 total

includes taxes & fees

7 Oct - 8 Oct

A modern living room with a white sofa, a glass coffee table, and a piano.

3. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

West Side

Dave J.

AED 2,360 total

includes taxes & fees

28 Oct - 29 Oct

4. 5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

Linda M.

AED 3,559 total

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

5. 5BR Beach Home | Walk to Cove Beach + Private Yard

Cove - East Side - Shippan

Maury A.

AED 2,659 total

includes taxes & fees

7 Oct - 8 Oct

A living room with a sofa set, a coffee table, and a television on a stand.

6. Spacious Stamford Home | Family, Work, Parking

Cove - East Side - Shippan

james w.

AED 2,138 total

includes taxes & fees

7 Oct - 8 Oct

An outdoor patio with a fire pit, green chairs, and a table.

7. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

New Rochelle

Drew C.

AED 1,281 total

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

8. 5BR Beach House, Water Views, Steps to Beach, Backyard

Cove - East Side - Shippan

Heather G.

AED 3,605 total

includes taxes & fees

8 Oct - 9 Oct

A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

9. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich

Nathan R.

AED 9,407 total

includes taxes & fees

7 Oct - 8 Oct

A room with a wooden door, a small table with a vase, and a chair.

10. Spacious 3b/3b Mediterranean in White Plains

White Plains

Nancy K.

A room with two beds, white curtains, a ceiling light, and a window with a view.

11. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

White Plains

"This guy is a scammer, an hour before my checkin they finally sent me the "location" and claimed they needed more time to clean the property. Then at 5 pm and hour after they claimed their was a gas leak and I couldn't stay there. Only thing is the address they sent me wasn't real and I am convinced this listing is fake in and used to trick people into staying at their actual property in yonkers. DO NOT RENT FROM THEM!"

Ethan G.

AED 3,067 total

includes taxes & fees

7 Oct - 8 Oct

A glass-top table with ornate metal legs, a decorative bird figurine, and a candle holder on a textured rug.

12. Gilded Age Luxury Surrounded by Nature

Cranbury

AED 1,576 total

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with white cabinets, a marble island, and black bar stools.

13. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

AED 2,917 total

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

14. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

White Plains

"An hour before check-in we were called by the property manager, after four days of messaging them through the app without response, to advise us that the property had an alleged water pipe burst and was unavailable, then attempted to upcharge us for alternate accommodations. An alternate place to stay was finally provided at no additional charge but much smaller than what had been booked. Given the absence of communication for four days and then a sudden incident the day of check-in - the day...

James D.

AED 5,037 total

includes taxes & fees

7 Oct - 8 Oct

A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

15. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Southeast Yonkers

Jordan S.

AED 495 total

includes taxes & fees

7 Oct - 8 Oct

A lakeside view with boats docked, surrounded by autumn-colored trees and houses.

16. Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor

Daniel M.

AED 1,972 total

includes taxes & fees

13 Oct - 14 Oct

A bedroom with a bed, bedside tables, a nightstand, a desk, and a chair.

17. Cozy Studio by Hofstra University

Uniondale

Tyshieka R.

AED 602 total

includes taxes & fees

4 Nov - 5 Nov

A modern kitchen with a marble island, bar stools, and a built-in oven.

18. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Huntington

Logan M.

AED 1,679 total

includes taxes & fees

7 Oct - 8 Oct

A boardwalk with benches along a beach, buildings in the background, and a sunset sky.

19. It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

Elmont

Jacob

AED 1,012 total

includes taxes & fees

7 Oct - 8 Oct

A modern living room with a blue rocking chair, a wooden coffee table, and a vase with dried plants. There are two framed artworks on the wall and a wooden accent wall.

20. Cozy Home.

Hempstead

Gina O.

AED 996 total

includes taxes & fees

12 Oct - 13 Oct

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Top Greenwich Hotel Reviews

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

10/10 Excellent

"Communication with the hosts was seamless and prompt throughout our stay! We felt very welcomed while still enjoying complete privacy and never feeling disturbed. The rooms were thoughtfully equipped with all the essentials, making our stay very comfortable. And needless to say — the view was absolutely breathtaking!!!"

Stanton House Inn

10/10 Excellent

"I’ve traveled extensively around the world, and Stanton House Inn was truly one of the best stays I’ve ever had. It’s charming, quaint, and has such a warm, homey feel. Our room was spacious, and the bed and mattress were incredibly comfortable. The breakfast was amazing, and the staff were so welcoming and kind. Everything about our stay was a 10 out of 10. It’s one of those special places that makes the trip even more memorable. I can’t recommend it enough, and I would absolutely stay here again!"

Spacious 3-bedroom condo in beautiful Greenwich with garage unit B

10/10 Excellent

"Host was attentive and engaged. Very fast on responses. Was impressed.Unit was very clean and organized. Beds were comfortable. Kitchen had all the dishes, silverware, cookware needed. Making coffee was easy with a Nespresso, drip pot, and grinder. Would suggest adding tall glasses.Couple of suggestions:1. Add another wing chair to living room.2. Change the blinds to something better.Will definitely consider unit again as it met our needs"

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

10/10 Excellent

"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwich vacation homes

1. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

2. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

3. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

4. 5BR Beach House, Game Room + Huge Backyard

5. 5BR Beach Home | Walk to Cove Beach + Private Yard

6. Spacious Stamford Home | Family, Work, Parking

7. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

8. 5BR Beach House, Water Views, Steps to Beach, Backyard

9. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

10. Spacious 3b/3b Mediterranean in White Plains

11. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

12. Gilded Age Luxury Surrounded by Nature

13. Spacious Retreat with Game Room and Fire Pit

14. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

15. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

16. Captain's Cottage - Cold Spring Harbor Water Views

17. Cozy Studio by Hofstra University

18. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

19. It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

20. Cozy Home.

Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Stanton House Inn

Spacious 3-bedroom condo in beautiful Greenwich with garage unit B

Flex Comfort Apts of Greenwich #3

Flex Comfort Apts of Greenwich #2

Flex Comfort Apts of Greenwich #1

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Search Vacation Homes in Greenwich

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Greenwich vacation homes

1. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

2. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

3. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

4. 5BR Beach House, Game Room + Huge Backyard

5. 5BR Beach Home | Walk to Cove Beach + Private Yard

6. Spacious Stamford Home | Family, Work, Parking

7. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

8. 5BR Beach House, Water Views, Steps to Beach, Backyard

9. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

10. Spacious 3b/3b Mediterranean in White Plains

11. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

12. Gilded Age Luxury Surrounded by Nature

13. Spacious Retreat with Game Room and Fire Pit

14. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

15. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

16. Captain's Cottage - Cold Spring Harbor Water Views

17. Cozy Studio by Hofstra University

18. Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

19. It's a Loft on the Second floor. Mins away from UBS Arena, JFK Airport

20. Cozy Home.

Find vacation rentals that suit your style

Top Greenwich Hotel Reviews

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.