
Vacation rentals near Total Mortgage Arena
We found 328 vacation rentals — enter your dates for availability
Discover a selection of private vacation rentals within easy reach of Total Mortgage Arena that provide the perfect home base for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you need and want for your stay, which might include WiFi and a hot tub. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Total Mortgage Arena
Showing deals for:Oct 17 - Oct 24
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford

1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
26% off
$1,392 for 7 nights
$1,392 for 7 nights
Price is $199
$199
Includes all fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace

9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
$4,239 for 7 nights
$4,239 for 7 nights
Price is $606
$606
Includes all fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT

1010 out of 10 rating
Exceptional
(41 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
9% off
$1,433 for 7 nights
$1,433 for 7 nights
Price is $205
$205
Includes all fees
Image gallery for Direct Waterfront "The Palms" Beach House

1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
9% off
$3,859 for 7 nights
$3,859 for 7 nights
Price is $551
$551
Includes all fees
Image gallery for Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Entire home PRIVATE BEACH live like a celebrity! Saturday-Saturday ONLY
Milford, CT
8% off
$2,236 for 7 nights
$2,236 for 7 nights
Price is $319
$319
Includes all fees
Image gallery for Updated, cozy single family in Fairfield County

9.49.4 out of 10 rating
Exceptional
(11 reviews)
Updated, cozy single family in Fairfield County
Trumbull, CT
9% off
$2,649 for 7 nights
$2,649 for 7 nights
Price is $378
$378
Includes all fees
Image gallery for Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Lordship Charmer HAS IT ALL! Comfortable stay, accessible, family friendly!
Stratford, CT
9% off
$2,113 for 7 nights
$2,113 for 7 nights
Price is $302
$302
Includes all fees
Image gallery for Westport "Gold Coast" across from Southport beach

1010 out of 10 rating
Exceptional
(89 reviews)
Westport "Gold Coast" across from Southport beach
Southport, CT
9% off
$1,620 for 7 nights
$1,620 for 7 nights
Price is $231
$231
Includes all fees
Image gallery for The B&W Haven 5BR Home with yard theater + Office

9.29.2 out of 10 rating
Wonderful
(7 reviews)
The B&W Haven 5BR Home with yard theater + Office
Bridgeport, CT
8% off
$2,676 for 7 nights
$2,676 for 7 nights
Price is $382
$382
Includes all fees
Image gallery for Centric property close to all the great things in the city

8.08.0 out of 10 rating
Very Good
(11 reviews)
Centric property close to all the great things in the city
Bridgeport, CT
13% off
$1,222 for 7 nights
$1,222 for 7 nights
Price is $175
$175
Includes all fees
Image gallery for Adorable Beach Cottage

9.89.8 out of 10 rating
Exceptional
(39 reviews)
Adorable Beach Cottage
Milford, CT
9% off
$1,848 for 7 nights
$1,848 for 7 nights
Price is $264
$264
Includes all fees
Image gallery for Cheerful 4 bedrooms residential house.

9.89.8 out of 10 rating
Exceptional
(31 reviews)
Cheerful 4 bedrooms residential house.
Bridgeport, CT
9% off
$1,870 for 7 nights
$1,870 for 7 nights
Price is $267
$267
Includes all fees
Image gallery for 3 Bedroom Villa in Bridgeport

9.89.8 out of 10 rating
Exceptional
(8 reviews)
3 Bedroom Villa in Bridgeport
Bridgeport, CT
9% off
$3,647 for 7 nights
$3,647 for 7 nights
Price is $521
$521
Includes all fees
Image gallery for Business or Weekend escape

9.29.2 out of 10 rating
Wonderful
(40 reviews)
Business or Weekend escape
Stratford, CT
7% off
$826 for 7 nights
$826 for 7 nights
Price is $118
$118
Includes all fees
Image gallery for #1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk

9.69.6 out of 10 rating
Exceptional
(24 reviews)
#1 Beautiful Milford Beach Right Across Street - Charles Island/Silver Sands Pk
Milford, CT
9% off
$1,820 for 7 nights
$1,820 for 7 nights
Price is $260
$260
Includes all fees
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Find the best place to stay - Total Mortgage Arena
Showing deals for: Oct 11 - Oct 14Luxury Designer 2 bedroom+office/3bed vacation home.
Sleeps 5 · 3 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
The current price is $280
$280
Includes all fees
Centric property close to all the great things in the city
Sleeps 6 · 2 bedrooms · 1 bathroom
8.08.0 out of 10
Very Goodvery good
11 reviews(11 reviews)
The current price is $219
$219
Includes all fees
Coastal Work and Rest Retreat, 4-bedroom apartment with Free WiFi in Bridgeport
Sleeps 9 · 4 bedrooms · 1 bathroom
The current price is $336
$336
Includes all fees
Lrg 2 Bedroom apart in BlackRock
Sleeps 6 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is $322
$322
Includes all fees
Riverfront Weston Home-1 Hr to NYC.Easy access to restaurants, I-95 & Parkway
Sleeps 6 · 2 bedrooms · 1+ bathroom
7.47.4 out of 10
Goodgood
6 reviews(6 reviews)
The current price is $219
$219
Includes all fees
Best Beach House in Milford—Sleeps 12 or so
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
The current price is $876
$876
Includes all fees
Top rated rentals - Total Mortgage Arena
Nice quiet getaway
1010 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Enjoyed down time away from city!!
MALINI M.
Stayed Jul 2025
Peaceful Getaway
1010 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
Wonderful spot, with a very relaxing view and close enough to hop around and explore! It was exactly what we were hoping for and grateful to have stayed there.
Danielle L.
Stayed Jun 2025
Great little place - outstanding location.
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Three of us were in town for a Navy reunion. This was the perfect place for us. There are 3 bedrooms. Pretty small, but perfect if you just need a bed and dresser. Nice little sitting area and eating area. It was really very cozy. The real plus is the location. It was just 2 blocks from a coffee shop, another block to a liquor store and convenience store. Then another block to the beach. There is better beach access a few blocks down the road. It just depends what you need. Once at the beach, there is a great boardwalk that goes for about a mile or so. Great for a walk or run. Host was perfect with communication. Convenient access. Reasonable process. Great experience. We really had a great time and will stay again if we are in the area.
Bob A.
Stayed Jun 2025
Beach getaway
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Beautiful house that offered tremendous comfort and amenities, all modern.
David S.
Stayed Jun 2025
Amazingly Wonderful
1010 out of 10
Exceptionalexceptional
32 reviews(32 reviews)
The accommodations that are shown on the website are NOTHING compared to the real property. The house is spacious , nautically designed and welcoming from back door to beach front. Anything and everything u would ask for are at your fingertips. Stocked with items to accommodate 2 people to 6-8 people . The host Brad is attentive to anything u ask him and is very helpful when inquiring about the areas vast wealth of eateries and sightseeing pleasures. This is definitely one to keep in our back pockets for the future.
Bradley C.
Stayed May 2025
Peaceful Retreat
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
What a lovely home with everything you need. We felt like we were home as it was beautiful yet still comfortable and included everything you may need. We have another graduation in the area next year and plan on booking it early. Can't wait to go back.
Susan M.
Stayed May 2025
Mother Daughter get away
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Donna is a wonderful attentive host. We felt very welcomed in Donna’s home. It was a wonderful location for a mother daughter get away.
LAURA O.
Stayed Apr 2025
Great Stay
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
One of the best vacation homes we have stayed in to date!
Alison R.
Stayed Oct 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value