Search for vacation rentals in Stamford.

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

693 Den Rd
	693 Den Rd Stamford, CT $8,000 Vacation Rentals, Unknown  NEW! Enjoy the feeling of being at a resort all year round. This wonderful contemporary home has been designed for an active family and is a great space for entertaining. The house and grounds have been......

Courtland Ave
	Courtland Ave Stamford, CT $3,500 Vacation Rentals, Unknown  NEW! Freshly Renovated 3-bedroom renovated unit in prime location!...

71 Haviland Rd
	71 Haviland Rd Stamford, CT $9,500 Vacation Rentals, Unknown Welcome to 71 Haviland Road! This newly updated home offers complete privacy and easy access to all that North Stamford has to offer! This home features an open floor plan with 5 bedrooms, three......

37 Frisbie St
	37 Frisbie St Stamford, CT $3,200 Vacation Rentals, Unknown Renovated and spacious 3 bdrm 2 full bath split house in Glenbrook Neighborhood. Mins. to train and quaint village...

6 Leslie St
	6 Leslie St Stamford, CT $2,350 Vacation Rentals, Unknown Spacious 1 Bedroom and 1 Bathroom apartment within walking distance to Stamford Hospital area of Stamford. The unit features lots of natural light, central airconditioning, hardwood flooring and is......

560 1/2 Rock Rimmon Rd
	560 1/2 Rock Rimmon Rd Stamford, CT $4,850 Vacation Rentals, Unknown North Stamford cottage overlooking 2 picturesque ponds. 2 bedrooms, 2 full bathrooms, off street parking, tranquility at its finest! Minutes to Country Market, Merritt Parkway, Bedford & Scotts......

110 William St
	110 William St Stamford, CT $2,500 Vacation Rentals, Unknown It is a Large 1 Bedroom Apartment in a Multi Family House! Big Kitchen, 2 bathroom, 2 balcony, Airconditions, Washer/Dryer, also has parking spot....

Leslie St
	Leslie St Stamford, CT $2,350 Vacation Rentals, Unknown Spacious 1 Bedroom and 1 Bathroom apartment within walking distance to Stamford Hospital area of Stamford. The unit features lots of natural light, central airconditioning, hardwood flooring and is......

51 Hillcrest Ave
	51 Hillcrest Ave Stamford, CT $4,950 Vacation Rentals, Unknown Short Term available for $7200. Fully renovated single family home with open floor plan and vaulted ceilings in the heart of Stamford. Situated on a quiet street yet only 2 blocks away from vibrant......

43 Deacon Hill Rd
	43 Deacon Hill Rd Stamford, CT $4,500 Vacation Rentals, Unknown Newly updated 3 bedroom 2.5 bathroom colonial house in Stamford. Newly painted, carpeted and sanded hardwood floors and new appliances. Sliders open up to a large deck and backyard. Must see!...

427 Westover Rd
	427 Westover Rd Stamford, CT $165 Vacation Rentals, Unknown LIKE NEW WESTOVER COLONIAL, BUILT BY BUILDER FOR HIS OWN FAMILY WITH TOP-OF-THE-LINE FINISHES SITUATED ATOP A KNOLL IN AN ENCLAVE OF 3 HOMES ON 1.03 PROFESSIONALLY LANDSCAPED ACRES. DOUBLE HEIGHT......

60 Strawberry Hill Ave #907
	60 Strawberry Hill Ave #907 Stamford, CT $1,825 Vacation Rentals, Unknown Come see this cozy corner unit 1 bedroom, 1 bath apartment with heat, hot water and electricity included! Unit also has AC. Building has 24 hour doorman service, co-op laundry and exercise room.......

19 Dubois St
	19 Dubois St Stamford, CT $5,350 Vacation Rentals, Unknown Complete Flexibility For Extended Family Living & Home Office Set Up! Centrally located on private corner lot, this 5BR 4bathroom with In-Law suite is ready for occupancy. Contemporary open floor......

195 Toms Rd
	195 Toms Rd Stamford, CT $3,450 Vacation Rentals, Unknown Conveniently located 3 bedroom home in heart of Belltown. Close to shopping (plaza with Shoprite and CVS a few blocks away) and to Glenbrook Metro North. Freshly painted inside. Main floor family......

5 Lakeside Dr
	5 Lakeside Dr Stamford, CT $6,500 Vacation Rentals, Unknown Stylish antique New England home. Antique colonial dating back to 1770. Part of the Historic village of North Stamford. Three well appointed good sized bedrooms, a comfortable family room with open......

968R Westover Rd
	968R Westover Rd Stamford, CT $9,500 Vacation Rentals, Unknown Welcome to 968 Westover Road, conveniently located on the Greenwich border with easy access to both Downtown Stamford, Greenwich and the Mianus River Park. This Newly Constructed modern farmhouse......

815 High Ridge Rd
	815 High Ridge Rd Stamford, CT $3,500 Vacation Rentals, Unknown Stunning 3/4 Bedroom 2 Full Bath Colonial available & ready for occupancy! You will immediately be captivated by the eye catching bright and airy spacious living room with stone wood burning......

266 W Haviland Ln
	266 W Haviland Ln Stamford, CT $10 Vacation Rentals, Unknown Amazing opportunity to take a break from the hustle and bustle of city life and escape to this stunning, fully furnished rental in the heart of No. Stamford. Wake up and enjoy the calm, serene......

Russet Rd
	Russet Rd Stamford, CT $6,900 Vacation Rentals, Unknown Desirable single family house in quiet and pleasant area of North Stamford. Situated on a large 1 acre property with beautifully landscaped garden....

655 W Hill Rd
	655 W Hill Rd Stamford, CT $7,000 Vacation Rentals, Unknown Desirable Westover! Spacious home filled with character and light and offers the space, layout and features you want for how we live today. Well equipped kitchen features granite counters,......

209 Dunn Ave
	209 Dunn Ave Stamford, CT $4,500 Vacation Rentals, Unknown Amazing location. Plenty of parking. Easy access to Merritt Prkw and Stamford business district....

7 Lewelyn Rd
	7 Lewelyn Rd Stamford, CT $3,700 Vacation Rentals, Unknown Privacy, Space and New Features in 3 Bedroom Stamford Home Spread out in this private home near beaches and commuting. Located on a cul-de-sac in the Cove, this light-filled home features all new......

647 Fairfield Ave
	647 Fairfield Ave Stamford, CT $2,200 Vacation Rentals, Unknown 1 and 1/2 bedroom 2 bathroom appartment for rent. Newly renovated kitchen and bathrooms....

99 Wood Ridge Dr
	99 Wood Ridge Dr Stamford, CT $5,890 Vacation Rentals, Unknown This newly renovated house features 4 bedrooms and 4.5 bathrooms, making perfect for a family, including an in-law apartment for added convenience. The property boasts a spacious backyard, perfect......

43 Brightside Dr
	43 Brightside Dr Stamford, CT $5,500 Vacation Rentals, Unknown Charming 3 bedroom home in prestigious Shippan Point. Enjoy year round living in this beautiful colonial with living room with fireplace, large dining room, office or family room with built-in......

40 Norvel Ln
	40 Norvel Ln Stamford, CT $5,700 Vacation Rentals, Unknown Beautiful updated 4/5 bedroom, 4 full bath split level Colonial in the turn-of-river cul de sac. The property features an open floor plan with a beautiful living room with vaulted ceilings and......

46 Middlebury St
	46 Middlebury St Stamford, CT $5,800 Vacation Rentals, Unknown Welcome to 46 Middlebury Street, located in the charming Cove neighborhood of Stamford, CT! This meticulously maintained home offers the perfect bend of comfort, convenience, and coastal living.......

118 Webb Ave
	118 Webb Ave Stamford, CT $3,500 Vacation Rentals, Unknown Completely updated 3 bedrooms with additional office and full non-finished basement for storage, 1 bath, Cape style with large level rear yard. Recent kitchen, bath floors, roof, siding, electric,......

167 Old North Stamford Rd
	167 Old North Stamford Rd Stamford, CT $5,990 Vacation Rentals, Unknown Welcome to this charming 4-bedroom, 3-bathroom home, boasting a stunning, brand-new kitchen, sun-filled rooms, and an expansive deck perfect for gatherings. On the main floor, a cozy living room......

66 Ocean Dr E
	66 Ocean Dr E Stamford, CT $4,250 Vacation Rentals, Unknown This is a unique opportunity to live on the water. Sunrise, moonrise, and rainbows all right outside your window. Cozy 2 bedroom cottage on the water in Shippan. Large living room with sliders that......

Swan Ln
	Swan Ln Stamford, CT $2,800 Vacation Rentals, Unknown Updated 2 Bedroom unit located on quiet cul-de-sac street in nestled desirable Newfield area of Stamford. New updated kitchen with all new stainless-steel appliances. Washer and dryer in unit with......

38 Bradley Pl
	38 Bradley Pl Stamford, CT $3,200 Vacation Rentals, Unknown The Mid Ridges - Sunny 3 Bedroom 1.5 bath "Cape Cod" in convenient neighborhood. Kitchen with Stove, Refrigerator & Dishwasher. Separate Dining Room. Hardwood Floors thru-out. Fireplace. 3 Seasons......

69 Forest Lawn Ave
	69 Forest Lawn Ave Stamford, CT $2,000 Vacation Rentals, Unknown FURNISHED LARGE STUDIO FOR RENT PRIVATE ENTRANCE, BATHROOM, KITCHEN HARDWOOD FLOOR. IN QUITE RIDGEWAY NEIBOURHOOD. BUS LINE ,CLOSE TO DOWNTOWN, IN THE MIDDLE OF RIDGEWAY, SHOPPING, RESTAURANTS......

43 Davenport Dr
	43 Davenport Dr Stamford, CT $12 Vacation Rentals, Unknown Start planning your summer adventures now! Nestled over the Old Greenwich Line in Davenport Point, this charming Coastal Cape Cod home boasts 5 bedrooms and 4 bathrooms. The ground floor features......

45 Colony Ct
	45 Colony Ct Stamford, CT $2,300 Vacation Rentals, Unknown In-law apartment with separate entrance, off-street parking, laundry, dishwasher, cooktop. New bathroom. New dishwasher. Sunroom for 3 seasons with private deck and woods view. Quiet and private......

144 Davenport Dr
	144 Davenport Dr Stamford, CT $40 Vacation Rentals, Unknown A true gem on the Connecticut Gold Coast awaits you! This former Vanderbilt summer estate will transform you back the Great Gatsby era of lavish luxury while also meeting all your lifestyle needs......

300 Mayapple Rd
	300 Mayapple Rd Stamford, CT $1,750 Vacation Rentals, Unknown All Utilities Included - Private (2 Level) Cottage in desirable North Stamford. Kitchen with Stove, Refrigerator & Microwave. Hardwood Floors Thru-out. Washer & Dryer in Unit. Spiral Staircase to......

1000 Stillwater Rd
	1000 Stillwater Rd Stamford, CT $2,400 Vacation Rentals, Unknown ONE BEDROOM + COMPLEMENTARY OFFICE ROOM!! Step into this recently renovated, cozy, and inviting apartment where comfort meets convenience. Freshly painted walls complement new carpeting, windows,......

18 Deacon Hill Rd
	18 Deacon Hill Rd Stamford, CT $3,500 Vacation Rentals, Unknown Two bedroom, 1.5 bath ranch with attached garage and finished lower level on quiet cul-de-sac in mid ridges. Living room with fireplace, updated kitchen with granite counters. Screened porch and......

380R Webbs Hill Rd
	380R Webbs Hill Rd Stamford, CT $8,500 Vacation Rentals, Unknown If space, privacy, tranquility and convenience are what you are looking for? 380 Webbs Hill has it all! Conveniently located within a mile of the Merritt Pkwy, this home sits well off the road with......