House
10.0(74 Reviews)
2 Bedrooms
4 Guests
Parking
Ocean View
Balcony/Terrace
View
US $249/Night
7 Nights - US $1,744
Springfield Holiday Rentals
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Compare Holiday Rentals, Villas & Resorts in Springfield
10.0
Apartment
10.0(3 Reviews)
1 Bedroom
4 Guests
- Parking
- View
Air Conditioner
Internet
US $116/Night
7 Nights - US $812
Bed & Breakfast
10.0(150 Reviews)
1 Bedroom
Breakfast- Parking
- Air Conditioner
- Internet
US $208/Night
7 Nights - US $1,455
House
10.0(43 Reviews)
2 Bedrooms
4 Guests
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $384/Night
7 Nights - US $2,685
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $260/Night
7 Nights - US $1,819
Apartment
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
Child Friendly
US $260/Night
7 Nights - US $1,819
Apartment
10.0(7 Reviews)
2 Bedrooms
4 Guests
- Balcony/Terrace
Kitchen- Air Conditioner
- Internet
US $448/Night
7 Nights - US $3,133
Condo
10.0(3 Reviews)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $325/Night
7 Nights - US $2,275
Apartment
10.0(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $284/Night
7 Nights - US $1,986
Luxury Holiday Rentals in Springfield
Over 488+ Luxury Holiday Rentals in or Near Springfield
House
10.0(1 Review)
6 Bedrooms
13 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Pet Friendly
US $6,280/Night
7 Nights - US $43,958
House
7 Bedrooms
8 Guests
Private Pool
Hot Tub- Parking
Pool
US $2,796/Night
7 Nights - US $19,574
House
8.8(6 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,303/Night
7 Nights - US $16,123
House
11 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $2,193/Night
7 Nights - US $15,354
House
7 Bedrooms
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $1,954/Night
7 Nights - US $13,681
House
10.0(4 Reviews)
5 Bedrooms
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,797/Night
7 Nights - US $12,581
House
10.0(3 Reviews)
11 Bedrooms
26 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,797/Night
7 Nights - US $12,579
House
7 Bedrooms
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,615/Night
7 Nights - US $11,307
House
10.0(18 Reviews)
6 Bedrooms
12 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,451/Night
7 Nights - US $10,158
Top-Rated Holiday Rentals with a Pool in Springfield
Over 65+ The Best Private Villas and Holiday Rentals in Springfield with a Pool
House
10.0(77 Reviews)
1 Bedroom
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $278/Night
7 Nights - US $1,947
House
10.0(18 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $508/Night
7 Nights - US $3,556
New
House
10.0(2 Reviews)
3 Bedrooms
6 Guests
- Parking
- Pool
Spa- Balcony/Terrace
US $439/Night
7 Nights - US $3,075
US $196/Night
7 Nights - US $1,369
House
9.6(9 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,449/Night
7 Nights - US $10,140
Hotel
9.4(825 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $191/Night
7 Nights - US $1,340
US $192/Night
7 Nights - US $1,343
Hotel
9.2(1012 Reviews)
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $160/Night
7 Nights - US $1,123
US $157/Night
7 Nights - US $1,097
Pet-Friendly Holiday Rentals in Springfield
Over 151+ Pet-Friendly Holiday Rentals in or Near Springfield
Apartment
9.8(79 Reviews)
2 Bedrooms
4 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $311/Night
7 Nights - US $2,179
House
10.0(1 Review)
1 Bedroom
8 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $359/Night
7 Nights - US $2,514
House
1 Bedroom
- Balcony/Terrace
- Kitchen
- Internet
- Pet Friendly
US $678/Night
7 Nights - US $4,746
Cabin
9.8(20 Reviews)
2 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Pet Friendly
- Child Friendly
US $374/Night
7 Nights - US $2,617
Apartment
9.7(13 Reviews)
2 Bedrooms
4 Guests
EV Charge Station- Parking
- Air Conditioner
- Internet
US $205/Night
7 Nights - US $1,435
Apartment
9.6(12 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $309/Night
7 Nights - US $2,160
Cottage
9.4(3 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $144/Night
7 Nights - US $1,006
Apartment
6.4(6 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $183/Night
7 Nights - US $1,279
Apartment
6.0(1 Review)
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
US $90/Night
7 Nights - US $628
Large Holiday Rentals and Private Villas in Springfield
Over 51+ Large Holiday Rentals and Private Villas in or Near Springfield
Apartment
2 Bedrooms
30 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $94/Night
7 Nights - US $659
House
10.0(1 Review)
2 Bedrooms
15 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $333/Night
7 Nights - US $2,329
US $1,105/Night
7 Nights - US $7,733
House
10.0(22 Reviews)
5 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $664/Night
7 Nights - US $4,648
Bed & Breakfast
9.7(26 Reviews)
8 Bedrooms
13 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $258/Night
7 Nights - US $1,804
House
10.0(5 Reviews)
5 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $691/Night
7 Nights - US $4,836
House
10.0(2 Reviews)
7 Bedrooms
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,414/Night
7 Nights - US $9,895
House
9.6(59 Reviews)
6 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $194/Night
7 Nights - US $1,358
Apartment
9.4(22 Reviews)
5 Bedrooms
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $591/Night
7 Nights - US $4,138
Wheelchair Accessible Holiday Homes in Springfield
Over 65+ Wheelchair Accessible Holiday Homes in or Near Springfield
Apartment
4.5(29 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $122/Night
7 Nights - US $854
Bed & Breakfast
8.8(184 Reviews)
7 Bedrooms
18 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Air Conditioner
US $138/Night
7 Nights - US $964
US $217/Night
7 Nights - US $1,522
House
1 Bedroom
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,197
US $259/Night
7 Nights - US $1,811
Hotel
9.2(1002 Reviews)
- Breakfast
- Parking
- Pool
- Kitchen
US $172/Night
7 Nights - US $1,203
Hotel
9.1(191 Reviews)
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $112/Night
7 Nights - US $787
US $229/Night
7 Nights - US $1,603
Hotel
9.0(169 Reviews)
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $122/Night
7 Nights - US $855
Springfield Private Villas and Holiday Homes Under $200
Over 193+ Springfield Private Villas and Holiday Homes Under $200
Cottage
9.4(73 Reviews)
2 Bedrooms
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $163/Night
7 Nights - US $1,142
Apartment
9.7(3 Reviews)
1 Bedroom
6 Guests
- Parking
- View
- Internet
- Child Friendly
US $174/Night
7 Nights - US $1,219
Bed & Breakfast
9.0(460 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $119/Night
7 Nights - US $834
House
8.8(5 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
- Child Friendly
TV
US $102/Night
7 Nights - US $711
House
9.0(1 Review)
3 Bedrooms
4 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $164/Night
7 Nights - US $1,147
Apartment
1 Bedroom
3 Guests
- Child Friendly
Designated Smoking Area
US $187/Night
7 Nights - US $1,310
US $187/Night
7 Nights - US $1,310
US $177/Night
7 Nights - US $1,239
Apartment
1 Bedroom
1 Guest
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $162/Night
7 Nights - US $1,131
Instantly Bookable Holiday Homes in Springfield
Over 203+ Instantly Bookable Holiday Homes in or Near Springfield
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $242/Night
7 Nights - US $1,697
Apartment
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $293/Night
7 Nights - US $2,049
House
10.0(2 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $357/Night
7 Nights - US $2,499
House
9.8(30 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $265/Night
7 Nights - US $1,856
House
9.8(6 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $263/Night
7 Nights - US $1,839
House
9.6(13 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $231/Night
7 Nights - US $1,620
Apartment
9.0(2 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $316/Night
7 Nights - US $2,213
Apartment
7.8(18 Reviews)
2 Bedrooms
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $281/Night
7 Nights - US $1,965
House
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $655/Night
7 Nights - US $4,583
Book a Last Minute Place to Stay in Springfield
About Casai's Private Villas and Holiday Rentals in Springfield
Discover more than 497 vacation rentals available in Springfield. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Springfield.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Springfield, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Springfield. On average, places to stay near Springfield offer 781.02 ft², with nightly prices averaging US $374.
With Casai, finding and comparing holiday rentals in Springfield is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other Places to Stay in Springfield, MA
There are 497 Springfield, MA Holiday Rentals
- Prices for a holiday home in Springfield start at US $54
- Top rated vacation home in Springfield is Big farmhouse in the foothills of the Berkshires
- Most popular short term in Springfield is MGM Springfield
- Cheapest place to stay in Springfield is Motel 6-Enfield, CT - Hartford
- Most expensive holiday rental in Springfield is Beautiful Victorian Downtown Amherst w/Electric Car Charger
Recently Booked Holiday Rentals in Springfield
Frequently Asked Questions About Springfield?
What are the top holiday rentals in Springfield?
With numerous options available in Springfield, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Springfield:
- Big farmhouse in the foothills of the Berkshires
- Black Walnut Inn
- Hadley Amherst Location.Explore the Valley Colleges!
- Mountain View: Comfort and Calm. Wood-burning Fireplace.
- Gorgeous newly renovated furnished apartment
- The Creation Station is a cozy place so make yourself at home.
- Linny's - Steps to Lake, Parking, and Self Check-in
- Daniel Stebbins House
- Beautiful retreat in a lake community to the enjoy the summer season.
- Linny's - Private Dock - Lake Access - Firepit
How many holiday rentals have private pools in Springfield?
Discover a selection of holiday rentals with private pools near Springfield with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Springfield are best for families?
If you're searching for a family-friendly holiday home in Springfield, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Springfield:
How many Casai.nz holiday rentals are available in Springfield?
As of 2026, Casai boasts over 497 properties listed in the Springfield area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Springfield.
Nearby Neighborhood (7)
| Neighborhood | Property Count |
|---|---|
| Metro Center Vacation Rentals in Springfield, Massachusetts | 67 |
| Hazardville Vacation Rentals in Springfield, Massachusetts | 59 |
| Pine Point Vacation Rentals in Springfield, Massachusetts | 81 |
| Memorial Square Vacation Rentals in Springfield, Massachusetts | 119 |
| Sherwood Manor Vacation Rentals in Springfield, Massachusetts | 31 |
| Sixteen Acres Vacation Rentals in Springfield, Massachusetts | 38 |
| East Springfield Vacation Rentals in Springfield, Massachusetts | 65 |
