Old Saybrook long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in Old Saybrook. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in Old Saybrook are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Old Saybrook
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:10 Aug - 7 Sept
Image gallery for 3-bedroom beach community cottage in quaint Westbrook
3-bedroom beach community cottage in quaint Westbrook
Westbrook
Price is AU$13,870
AU$13,870
for 28 nights, 1 cottage
AU$495 per night
includes taxes & fees
Image gallery for Charming 2-bedroom cottage at Sound View Beach in Old Lyme
Charming 2-bedroom cottage at Sound View Beach in Old Lyme
Old Lyme
8% off
Price is AU$9,851
AU$9,851
for 28 nights, 1 cottage
AU$352 per night
includes taxes & fees
Image gallery for Private cottage with WiFi in charming Old Lyme Shores Beach Association
Private cottage with WiFi in charming Old Lyme Shores Beach Association
Old Lyme
24% off
Price is AU$14,783
AU$14,783
for 28 nights, 1 cottage
AU$528 per night
includes taxes & fees
Image gallery for Adorable Beach Cottage for Monthly Rental Across the street from the beach!
Adorable Beach Cottage for Monthly Rental Across the street from the beach!
Westbrook
Price is AU$12,234
AU$12,234
for 28 nights, 1 cottage
AU$437 per night
includes taxes & fees
Image gallery for Breath taking water views from this 4-bedroom Home in Old Saybrook.
Breath taking water views from this 4-bedroom Home in Old Saybrook.
Old Saybrook
8% off
Price is AU$18,788
AU$18,788
for 28 nights, 1 home
AU$671 per night
includes taxes & fees
Image gallery for Summertime Fun - Clinton CT Shoreline Cottage
Summertime Fun - Clinton CT Shoreline Cottage
Clinton
8% off
Price is AU$18,442
AU$18,442
for 28 nights, 1 cottage
AU$659 per night
includes taxes & fees
Image gallery for Escape to Your Tranquil Seaside Retreat at Clinton Beach Bungalows: Bungalow 3
Escape to Your Tranquil Seaside Retreat at Clinton Beach Bungalows: Bungalow 3
Clinton
Price is AU$14,883
AU$14,883
for 28 nights, 1 home
AU$532 per night
includes taxes & fees
Image gallery for Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!
Bimbadeen Loft: Huge Open Plan 2-bedroom! Bring the boat, kids, and the dog!
East Haddam
Price is AU$11,845
AU$11,845
for 28 nights, 1 apartment
AU$423 per night
includes taxes & fees
Image gallery for Charming 1-bedrm unit with WiFi, AC in quaint Deep River- “Queen of the Valley”
Charming 1-bedrm unit with WiFi, AC in quaint Deep River- “Queen of the Valley”
Deep River
Price is AU$13,799
AU$13,799
for 28 nights, 1 home
AU$493 per night
includes taxes & fees
Image gallery for Walk to Coast! Convenient Cottage in Dtwn Madison
Walk to Coast! Convenient Cottage in Dtwn Madison
Madison
Price is AU$9,331
AU$9,331
for 28 nights, 1 apartment
AU$333 per night
includes taxes & fees
Image gallery for Fresh, Airy Townhome next to Pilot's Point Marina with Long Island Sound Views
Fresh, Airy Townhome next to Pilot's Point Marina with Long Island Sound Views
Westbrook
Price is AU$16,756
AU$16,756
for 28 nights, 1 home
AU$598 per night
includes taxes & fees
Image gallery for Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private.
1010 out of 10, Exceptional, (15 reviews)
Exceptional
(15 reviews)
Lovely, cozy Cottage on a non working farm in a rural town. Quiet and private.
Old Lyme
8% off
Price is AU$11,513
AU$11,513
for 28 nights, 1 cottage
AU$411 per night
includes taxes & fees
Image gallery for Restored barn in charming Lyme with studio apartment.
Restored barn in charming Lyme with studio apartment.
Old Lyme
Price is AU$6,440
AU$6,440
for 28 nights, 1 apartment
AU$230 per night
includes taxes & fees
Image gallery for The little cottage on the ct river
1010 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)
The little cottage on the ct river
Haddam
8% off
Price is AU$10,153
AU$10,153
for 28 nights, 1 cottage
AU$363 per night
includes taxes & fees
Image gallery for The Nest at Black Hall
The Nest at Black Hall
Old Lyme
Price is AU$14,693
AU$14,693
for 28 nights, 1 apartment
AU$525 per night
includes taxes & fees
Image gallery for Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook
Price is AU$13,961
AU$13,961
for 28 nights, 1 apartment
AU$499 per night
includes taxes & fees
Image gallery for The Rudder at Soundview · Beach+Ocean+Sunrise
The Rudder at Soundview · Beach+Ocean+Sunrise
Old Lyme
Price is AU$16,310
AU$16,310
for 28 nights, 1 apartment
AU$582 per night
includes taxes & fees
Image gallery for Chalker Beach cottage, steps to private beach.
Chalker Beach cottage, steps to private beach.
Old Saybrook
Price is AU$21,034
AU$21,034
for 28 nights, 1 cottage
AU$751 per night
includes taxes & fees
Image gallery for Cozy 2-bedroom condo with AC, fitness room in charming Westbrook. Oceanfront,
Cozy 2-bedroom condo with AC, fitness room in charming Westbrook. Oceanfront,
Westbrook
Price is AU$16,832
AU$16,832
for 28 nights, 1 apartment
AU$601 per night
includes taxes & fees
Image gallery for Historic Essex Home w/ Large Yard Near Downtown!
1010 out of 10, Exceptional, (61 reviews)
Exceptional
(61 reviews)
Historic Essex Home w/ Large Yard Near Downtown!
Essex
Price is AU$13,175
AU$13,175
for 28 nights, 1 home
AU$471 per night
includes taxes & fees
Image gallery for Cottage near the beach
9.89.8 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Cottage near the beach
Niantic
16% off
Price is AU$9,880
AU$9,880
for 28 nights, 1 cottage
AU$353 per night
includes taxes & fees
Image gallery for The Connecticut Cottage Historic Modern Charm
The Connecticut Cottage Historic Modern Charm
Clinton
13% off
Price is AU$23,832
AU$23,832
for 28 nights, 1 cottage
AU$851 per night
includes taxes & fees
Image gallery for Sun-Filled Private Large Cottage
Sun-Filled Private Large Cottage
Waterford
Price is AU$18,784
AU$18,784
for 28 nights, 1 cottage
AU$671 per night
includes taxes & fees
Image gallery for Niantic Beach House! Sleeps 8 — 500 ft to Crescent Beach + Fenced Yard, Pets Ok!
Niantic Beach House! Sleeps 8 — 500 ft to Crescent Beach + Fenced Yard, Pets Ok!
Niantic
Price is AU$28,917
AU$28,917
for 28 nights, 1 home
AU$1,033 per night
includes taxes & fees
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, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Old Saybrook
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Old Saybrook Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Old Saybrook come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Old Saybrook
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Old Saybrook with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Old Saybrook
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Old Saybrook with flexible cancellation policies.