Holiday rentals near The Mather Homestead

We found 815 holiday rentals — enter your dates for availability

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September 2025

October 2025

Choose the right holiday rental that's close to The Mather Homestead. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and cable TV. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - The Mather Homestead

Showing deals for:26 Dec - 2 Jan

Exceptional

(21 reviews)

New Beach Home near Stamford Downtown/Shippan

Stamford, CT

6% off

for 7 nights, 1 home

NZ$3,031 per night

includes taxes & fees

Modern mid century guest house. Built in 1955 inside of old court

Exceptional

(26 reviews)

ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home

Stamford, CT

5% off

for 7 nights, 1 home

NZ$987 per night

includes taxes & fees

Exceptional

(22 reviews)

Stylish downstairs apartment. Walk to town, train, & beach ferry!

Greenwich, CT

8% off

for 7 nights, 1 home

NZ$707 per night

includes taxes & fees

Cozy backyard with fire pit and BBQ grill

Exceptional

(22 reviews)

Stylish Beach Home near Stamford Downtown/Beach

Stamford, CT

9% off

for 7 nights, 1 home

NZ$2,368 per night

includes taxes & fees

Exceptional

(5 reviews)

Easy train ride to Grand Central NYC - traditional tudor in gorgeous location

Scarsdale, NY

8% off

for 7 nights, 1 home

NZ$2,919 per night

includes taxes & fees

Exceptional

(5 reviews)

Soothing Carriage House with Hot Tub in charming Stratford

Stratford, CT

8% off

for 7 nights, 1 home

NZ$506 per night

includes taxes & fees

Exceptional

(11 reviews)

Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

Stratford, CT

8% off

for 7 nights, 1 home

NZ$706 per night

includes taxes & fees

SpaciouCozy and spacious living room with natural light.s lounge, modern entertainment, cozy furnishings.

Wonderful

(7 reviews)

The B&W Haven 5BR Home with yard theater + Office

Bridgeport, CT

8% off

for 7 nights, 1 home

NZ$890 per night

includes taxes & fees

Enjoy ocean bay view from most living areas

Wonderful

(20 reviews)

Waterview House Walking Distance from Cove Beach

Stamford, CT

9% off

for 7 nights, 1 home

NZ$2,836 per night

includes taxes & fees

Exceptional

(34 reviews)

Cozy country cottage in horse country ,private 1 hour toNYC

South Salem, NY

8% off

for 7 nights, 1 cottage

NZ$432 per night

includes taxes & fees

Exceptional

(5 reviews)

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Bridgeport, CT

9% off

for 7 nights, 1 apartment

NZ$280 per night

includes taxes & fees

Imagine curling up in that king-size bed! Enjoy sweet dreams followed by lazy

Exceptional

(6 reviews)

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Huntington Station, NY

8% off

for 7 nights, 1 apartment

NZ$610 per night

includes taxes & fees

Vacation Home in Westport near Beaches, Walk to Town Tennis Court and Baseball

Exceptional

(14 reviews)

Westport: Walk to Town, Private Natural Setting, Lovely Neighborhood

Westport, CT

6% off

for 7 nights, 1 home

NZ$1,541 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - The Mather Homestead

DUNE Fairfield Beach

Sleeps 2 · 1 bedroom

Top rated rentals - The Mather Homestead

Premier Host

In town to check out Fairfield University

We were looking to book a shorter week in Fairfield to check out the university. This property allowed a shorter stay, which was extremely convenient for us. The location was a short drive to the university and within walking distance to the beach. The house itself was absolutely gorgeous. All levels were tastefully decorated, the house was clean, well lit, and included all modern amenities. The hosts were very attentive to our needs and responded in a timely manner. I would not hesitate to stay here again. One of the most beautiful properties I’ve ever stayed at near the beach.

Coleen C.

Stayed Jul 2025

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All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
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