Holiday rentals in Stratford

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Top-rated holiday rentals in Stratford

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 109 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

24–31 Oct

₹9,511 per night
Guest favourite

Flat in Milford

4.94 out of 5 average rating, 104 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

10–17 Jun

₹17,364 per night
Guest favourite

Guest suite in Fairfield

4.93 out of 5 average rating, 107 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

18–25 Aug

₹10,276 per night

Popular amenities for Stratford holiday rentals

Stay near Stratford's top sights

LA Fitness13 locals recommend
Joey C's Boathouse Cantina & Grill7 locals recommend
Bridgeport Flyer Diner3 locals recommend
ShopRite of Shelton3 locals recommend
Whiskey Barrel5 locals recommend
Riverview Bistro Restaurant & Banquet Facility7 locals recommend

Other great holiday rentals in Stratford

Guest favourite

Loft in Milford

4.93 out of 5 average rating, 92 reviews

Lovely water front lower-level loft, free parking

14–21 Aug

₹10,536 per night
Guest favourite

Flat in Milford

5.0 out of 5 average rating, 46 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

11–18 Sep

₹12,950 per night
Superhost

Home in Stratford

4.83 out of 5 average rating, 12 reviews

The Rose

28 Feb – 7 Mar

₹12,583 per night
Superhost

Home in Fairfield

4.9 out of 5 average rating, 31 reviews

Fairfield 2nd FL Suite w Private Entry & Parking

7–14 Sep

₹8,934 per night
Guest favourite

Home in Fairfield

4.91 out of 5 average rating, 65 reviews

Fairfield 2nd FL Suite w Private Entry & Parking

7–14 May

₹9,240 per night
Guest favourite

Home in Stratford

5.0 out of 5 average rating, 10 reviews

Lordship Beach House - Pool & Beach (seasonal)

26 Sep – 3 Oct

₹57,013 per night
Guest favourite

Cabin in Trumbull

4.98 out of 5 average rating, 42 reviews

Rustic cabin with spectacular lake view

9–16 Dec

₹13,525 per night
Guest favourite

Tiny home in Milford

4.96 out of 5 average rating, 49 reviews

Beach Cabana

12–19 Sep

₹14,435 per night
Guest favourite

Guest suite in Wilton

5.0 out of 5 average rating, 22 reviews

Guest suite with private enter

30 Apr – 7 May

₹7,827 per night
Guest favourite

Flat in Fairfield

5.0 out of 5 average rating, 50 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

29 Sep – 6 Oct

₹11,586 per night
Guest favourite

Home in Milford

5.0 out of 5 average rating, 23 reviews

Luxury Beach Oasis with Amazing Ocean Views

11–18 May

₹53,533 per night
Guest favourite

Cottage in Milford

4.99 out of 5 average rating, 72 reviews

Modern Farmhouse Style Cottage 3BR Walk To Beach

27 Oct – 3 Nov

₹31,010 per night

Quick stats about holiday rentals in Stratford

Total rentals

160 properties

Rentals with dedicated workspaces

100 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

100 properties are a good fit for families

Total number of reviews

4T reviews

Destinations to explore