Madison Vacation Rental - Vacation Rentals in Strickland Road Historic District

Cozy 3BR Stay in Stamford & Near Old Greenwich From US $273
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • View
Stanton House Inn From US $344
         

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9.6 (171 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Cozy 3BR Stay in Stamford & Near Old Greenwich From US $493
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Family-friendly Stamford Downtown Delight From US $913
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • TV
3-bedroom condo in fantastic Greenwich with cool AC unit A From US $559
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Grace's Place From US $523
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Cozy 2br apartment in Greenwich with driveway. Walk to restaurants & beach! From US $293
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area

Luxury Places to Stay in Strickland Road Historic District

Over 172+ Luxury Places to Stay in or Near Strickland Road Historic District
Westover Castle -Majestic in The Forest From US $5,223
         

10.0 (4 Reviews)
Other
  • Air Conditioner
  • Parking
  • Pool
Extraordinary 3+acre Greenwich mid-country estate From US $2,136
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Historic 6-Bdrm Tudor Estate w pool/tennis access From US $1,908
         

Greenwich Home with Pool - pool open mid-April-mid October From US $1,783
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Strickland Road Historic District

Over 44+ Top-Rated Vacation Rentals with a Pool in or Near Strickland Road Historic District
Stanton House Inn From US $421
         

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9.8 (26 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
J House Greenwich From US $367
         

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9.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hyatt Regency Greenwich From US $259
         

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8.6 (1048 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The J House Greenwich Hotel From US $533
         

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8.5 (173 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hyatt Regency Greenwich From US $328
         

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8.2 (200 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
DoubleTree by Hilton Stamford From US $205
         

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7.4 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
La Quinta Inn & Suites by Wyndham Stamford/New York City From US $118
         

DoubleTree by Hilton Stamford From US $192
         

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6.6 (72 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Strickland Road Historic District

Over 82+ Pet-Friendly Vacation Rentals in or Near Strickland Road Historic District
One bedroom with modern kitchen, balcony with water view From US $320
         

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9.2 (35 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Escape From US $588
         

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New
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Cos Cob Cottage- Full Kitchen, Pet Friendly From US $436
         

9.6 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Walkable Townhouse with Garage & Yard, 45 min to NYC! From US $539
         

Modern Apt with Harbor Views From US $354
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Apartment In Harbor Point From US $351
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious Harbor Apt with Balcony, Gym and Pool From US $350
         

Large Vacation Homes & Villas in Strickland Road Historic District

Over 16+ Large Vacation Homes & Villas in or Near Strickland Road Historic District
Gem by the water with firepit & all fenced backyard 2 Bedrooms From US $177
         

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8.5 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW! GREENWICH HOUSE WITH NYC FLAIR/CLOSE TO BEACH & NYC From US $1,010
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
NEW! GREENWICH PICASSO HOUSE/5 BDRS, CLOSE TO BEACH, TRAIN, NYC From US $971
         

Best hotel alternative for big group, near train From US $881
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Old Greenwich Beach House From US $1,045
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
August in Old Greenwich - walk to town bike to beach! From US $1,224
         

New
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Wheelchair Accessible Vacation Homes in Strickland Road Historic District

Over 22+ Wheelchair Accessible Vacation Homes in or Near Strickland Road Historic District
Modern Apt in Downtown with Pool & Gym From US $347
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Delamar Greenwich Harbor From US $409
         

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9.2 (50 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Delamar Greenwich Harbor From US $401
         

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9.4 (991 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Modern Apt with Luxury Amenities From US $341
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Apt Downtown with Pool From US $269
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Apartment In Harbor Point From US $243
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Airy 1bd/1ba + Pool - Near Stamford Harbor From US $193
         

5.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

Strickland Road Historic District Vacation Rentals and Airbnb Places to Stay Under $200

Over 30+ Strickland Road Historic District Vacation Rentals and Airbnb Places to Stay Under $200
Flex Comfort Apts of Greenwich #2 From US $195
         

9.2 (59 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Romantic Hideout 1Bedroom Lower Level From US $121
         

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9.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
Flex Comfort Apts of Greenwich #1 From US $163
         

9.0 (27 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
2nd Floor, 1 Br/1 Ba With Sofa Bed In The Living Room From US $186
         

Lower Lvl Private 2BR/1BA Family/Pet Friendly From US $143
         

10.0 (119 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
California cozy cottage/studio in the middle of the Greenwich From US $173
         

10.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
The Cozy Studio From US $126
         

9.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Entire Harbor Point Apt Boho Style Free Parkin/Gym From US $179
         

5.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
  • Laundry

Instantly Bookable Vacation Homes in Strickland Road Historic District

Over 47+ Instantly Bookable Vacation Homes in or Near Strickland Road Historic District
Flex Comfort Apts of Greenwich #3 From US $259
         

9.4 (64 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Spacious 3-bedroom condo in beautiful Greenwich with garage From US $552
         

8.0 (1 Review)
Condo
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Romantic Hide Outn From US $242
         

3.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Newly Renovated Charming Greenwich Guest Cottage From US $756
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Strickland Road Historic District Vacation Rentals

With more than 181 Strickland Road Historic District vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Madisonvacationrental and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Strickland Road Historic District.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Madisonvacationrental Strickland Road Historic District, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Strickland Road Historic District. Places to stay near Strickland Road Historic District are 636.66 ft² on average, with prices averaging US $536 a night.

Madisonvacationrental makes it easy and safe to find and compare vacation rentals in Strickland Road Historic District with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Strickland Road Historic District

Type Count
Holiday Apartments 85
Vacation Homes 65
Hotels 14
Cottages 5
Villas 2
B&B 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Strickland Road Historic District

Pro Tip: Madisonvacationrental makes it easy to compare the best listings on Madisonvacationrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Madisonvacationrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Strickland Road Historic District.

Weather in Strickland Road Historic District

View the weather forecast for Strickland Road Historic District before booking your Strickland Road Historic District Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Strickland Road Historic District, CT


Strickland Road Historic District Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Strickland Road Historic District?
How many vacation rentals are available in Strickland Road Historic District?

Currently, the total number of properties listed in 2026 is over 181 in the Strickland Road Historic District area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Strickland Road Historic District.