1852+ Private Villas and Holiday Rentals in Porter Square |
Porter Square Holiday Rentals
Apartment
- Boston
- ·
- Central Square
- 0.14 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Air Conditioner
US $821/Night
7 Nights - US $5,749
Apartment
- Boston
- ·
- Somerville
- 0.59 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Fireplace/Heating
Parking- Air Conditioner
Internet
US $556/Night
7 Nights - US $3,894
House
- Boston
- ·
- West Cambridge
- 0.77 mi to center
9.8Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Air Conditioner
US $327/Night
7 Nights - US $2,291
Apartment
- Boston
- ·
- Winter Hill
- 0.08 mi to center
7 Bedrooms
7 Baths
17 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,577/Night
7 Nights - US $11,038
Apartment
- Boston
- ·
- Medford Street - The Neck
- 0.30 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
US $507/Night
7 Nights - US $3,548
New
House
- Boston
- ·
- Winter Hill
- 0.19 mi to center
4 Bedrooms
4 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
US $1,181/Night
7 Nights - US $8,265
New
Apartment
- Boston
- ·
- North Brookline
- 0.24 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Pet Friendly- Kitchen
- Parking
US $1,153/Night
7 Nights - US $8,069
New
Apartment
- Boston
- ·
- North Brookline
- 0.22 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $1,152/Night
7 Nights - US $8,065
New
Apartment
- Boston
- ·
- North Brookline
- 0.24 mi to center
1 Bedroom
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $1,117/Night
7 Nights - US $7,819
Luxury Holiday Rentals in Porter Square
Over 1843+ Luxury Holiday Rentals in or Near Porter Square
US $9,605/Night
7 Nights - US $67,236
US $9,556/Night
7 Nights - US $66,890
Apartment
- Boston
- ·
- Lower Allston
- 0.45 mi to center
9.3Exceptional
(22 Reviews)
14 Bedrooms
1 Bath
3 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Pet Friendly
US $7,670/Night
7 Nights - US $53,690
US $7,196/Night
7 Nights - US $50,370
House
4 Bedrooms
2 Baths
8 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
US $4,479/Night
7 Nights - US $31,352
Apartment
- Boston
- ·
- Cambridgeport
- 0.23 mi to center
8 Bedrooms
9 Baths
24 Guests
2002.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Parking
US $4,098/Night
7 Nights - US $28,686
Apartment
- Boston
- ·
- Central Square
- 0.11 mi to center
8 Bedrooms
9 Baths
24 Guests
12916.69 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $3,546/Night
7 Nights - US $24,822
Apartment
- Boston
- ·
- Central Square
- 0.16 mi to center
3 Bedrooms
2 Baths
8 Guests
1248.61 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $3,357/Night
7 Nights - US $23,497
US $3,324/Night
7 Nights - US $23,269
Top-Rated Holiday Rentals with a Pool in Porter Square
Over 198+ The Best Private Villas and Holiday Rentals in Porter Square with a Pool
House
- Boston
- ·
- North Cambridge
- 0.02 mi to center
10.0Exceptional
(30 Reviews)
3 Bedrooms
2 Baths
5 Guests
1200 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $401/Night
7 Nights - US $2,804
House
10.0Exceptional
(14 Reviews)
4 Bedrooms
3 Baths
8 Guests
2000 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $681/Night
7 Nights - US $4,765
House
10.0Exceptional
(13 Reviews)
3 Bedrooms
2 Baths
9 Guests
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
US $1,425/Night
7 Nights - US $9,977
Apartment
- Boston
- ·
- Assembly Square
- 0.12 mi to center
10.0Exceptional
(4 Reviews)
6 Bedrooms
2 Baths
5 Guests
1055 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $619/Night
7 Nights - US $4,333
Apartment
- Boston
- ·
- Assembly Square
- 0.10 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
1 Bath
4 Guests
603 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $407/Night
7 Nights - US $2,849
Hotel
- Boston
- ·
- East Cambridge
- 0.27 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $431/Night
7 Nights - US $3,020
Hotel
- Boston
- ·
- East Cambridge
- 0.27 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $369/Night
7 Nights - US $2,581
Hotel
- Boston
- ·
- East Cambridge
- 0.27 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $361/Night
7 Nights - US $2,524
Apartment
- Boston
- ·
- Assembly Square
- 0.12 mi to center
9.8Exceptional
(7 Reviews)
5 Bedrooms
2 Baths
5 Guests
1054.86 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
US $775/Night
7 Nights - US $5,425
Pet-Friendly Holiday Rentals in Porter Square
Over 788+ Pet-Friendly Holiday Rentals in or Near Porter Square
New
Apartment
- Boston
- ·
- East Cambridge
- 0.31 mi to center
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $825/Night
7 Nights - US $5,778
Apartment
- Boston
- ·
- Central Square
- 0.15 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $895/Night
7 Nights - US $6,265
Hotel
- Boston
- ·
- Lower Allston
- 0.47 mi to center
9.4Exceptional
(113 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $423/Night
7 Nights - US $2,962
New
Apartment
- Boston
- ·
- East Cambridge
- 0.35 mi to center
2 Bedrooms
2 Baths
5 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $763/Night
7 Nights - US $5,344
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
8 Guests
914.93 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $351/Night
7 Nights - US $2,454
Apartment
- Boston
- ·
- East Somerville
- 0.02 mi to center
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $551/Night
7 Nights - US $3,855
Apartment
- Boston
- ·
- East Somerville
- 0.16 mi to center
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $541/Night
7 Nights - US $3,786
Apartment
- Boston
- ·
- East Cambridge
- 0.39 mi to center
1 Bedroom
1 Bath
3 Guests
659 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $399/Night
7 Nights - US $2,791
Apartment
- Boston
- ·
- East Cambridge
- 0.39 mi to center
1 Bedroom
1 Bath
3 Guests
737 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $393/Night
7 Nights - US $2,749
Large Holiday Rentals and Private Villas in Porter Square
Over 172+ Large Holiday Rentals and Private Villas in or Near Porter Square
House
- Boston
- ·
- East Somerville
- 0.02 mi to center
8 Bedrooms
4 Baths
24 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $936/Night
7 Nights - US $6,555
Apartment
- Boston
- ·
- East Cambridge
- 0.40 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
13 Guests
9752.1 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $124/Night
7 Nights - US $868
Apartment
8.0Excellent
(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Kitchen
- Internet
- Child Friendly
US $528/Night
7 Nights - US $3,698
New
Apartment
- Boston
- ·
- Winter Hill
- 0.25 mi to center
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $577/Night
7 Nights - US $4,036
Apartment
- Boston
- ·
- Somerville
- 0.59 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
12 Guests
2002.09 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $437/Night
7 Nights - US $3,059
Condo
- Boston
- ·
- Somerville
- 0.71 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
4 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,041/Night
7 Nights - US $7,287
Condo
- Boston
- ·
- Winter Hill
- 0.35 mi to center
9.8Exceptional
(22 Reviews)
1 Bedroom
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $606/Night
7 Nights - US $4,244
Condo
- Boston
- ·
- Winter Hill
- 0.10 mi to center
9.6Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
10 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $335/Night
7 Nights - US $2,345
Apartment
- Boston
- ·
- Somerville
- 1.66 mi to center
2 Bedrooms
1 Bath
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $401/Night
7 Nights - US $2,804
Wheelchair Accessible Holiday Homes in Porter Square
Over 769+ Wheelchair Accessible Holiday Homes in or Near Porter Square
New
Apartment
- Boston
- ·
- Mid-Cambridge
- 0.15 mi to center
1 Bedroom
1 Bath
3 Guests
500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $610/Night
7 Nights - US $4,268
Bed & Breakfast
- Boston
- ·
- Somerville
- 1.10 mi to center
9.0Exceptional
(74 Reviews)
7 Bedrooms
7 Baths
17 Guests
197.34 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $170/Night
7 Nights - US $1,190
Apartment
- Boston
- ·
- Lower Allston
- 0.18 mi to center
8.8Fabulous
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
- Internet
- Child Friendly
Wheelchair Accessible
Accessibility
US $483/Night
7 Nights - US $3,380
New
Condo
- Boston
- ·
- Mid-Cambridge
- 0.17 mi to center
1 Bedroom
1 Bath
2 Guests
400 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $375/Night
7 Nights - US $2,628
New
Apartment
- Boston
- ·
- East Cambridge
- 0.19 mi to center
9.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $700/Night
7 Nights - US $4,900
Apartment
- Boston
- ·
- East Cambridge
- 0.39 mi to center
1 Bedroom
1 Bath
3 Guests
659 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $363/Night
7 Nights - US $2,541
Condo
- Boston
- ·
- Fenway–Kenmore
- 0.55 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
3 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $262/Night
7 Nights - US $1,832
Apartment
- Boston
- ·
- Central Square
- 0.15 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
7 Guests
1100 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,131/Night
7 Nights - US $7,920
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
1368 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $364/Night
7 Nights - US $2,548
Porter Square Private Villas and Holiday Homes Under $200
Over 344+ Porter Square Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
5 Guests
1200 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $119/Night
7 Nights - US $835
Apartment
9.1Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
4 Guests
904.17 ft²
- Fireplace/Heating
- View
- Parking
- Internet
US $157/Night
7 Nights - US $1,099
House
- Boston
- ·
- Strawberry Hill
- 0.26 mi to center
8.8Fabulous
(165 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $158/Night
7 Nights - US $1,106
Condo
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $173/Night
7 Nights - US $1,212
Apartment
- Boston
- ·
- South Medford
- 0.10 mi to center
8.9Fabulous
(36 Reviews)
1 Bedroom
1 Bath
2 Guests
204.51 ft²
- Balcony/Terrace
- Breakfast
- Parking
- Air Conditioner
US $183/Night
7 Nights - US $1,281
Condo
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $177/Night
7 Nights - US $1,236
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $175/Night
7 Nights - US $1,224
Apartment
- Boston
- ·
- West Medford
- 0.37 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $195/Night
7 Nights - US $1,368
Apartment
- Boston
- ·
- Somerville
- 0.52 mi to center
9.6Exceptional
(47 Reviews)
2 Bedrooms
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $195/Night
7 Nights - US $1,364
Instantly Bookable Holiday Homes in Porter Square
Over 1192+ Instantly Bookable Holiday Homes in or Near Porter Square
Apartment
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $398/Night
7 Nights - US $2,786
Apartment
- Boston
- ·
- Charlestown
- 0.21 mi to center
4.0Average
(5 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $293/Night
7 Nights - US $2,052
Apartment
- Boston
- ·
- East Somerville
- 0.32 mi to center
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $370/Night
7 Nights - US $2,590
New
Apartment
- Boston
- ·
- North Brookline
- 0.19 mi to center
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $326/Night
7 Nights - US $2,283
New
Apartment
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $315/Night
7 Nights - US $2,204
Apartment
- Boston
- ·
- Medford Street - The Neck
- 0.15 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $248/Night
7 Nights - US $1,738
Apartment
- Boston
- ·
- South Medford
- 0.12 mi to center
3 Bedrooms
3 Baths
4 Guests
- Child Friendly
Laundry
Bedding/Linens
Designated Smoking Area
US $223/Night
7 Nights - US $1,564
Apartment
- Boston
- ·
- Thompson Square - Bunker Hill
- 0.28 mi to center
10.0Exceptional
(188 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $341/Night
7 Nights - US $2,387
Apartment
10.0Exceptional
(59 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $503/Night
7 Nights - US $3,519
Book a Last Minute Place to Stay in Porter Square
About Casai's Private Villas and Holiday Rentals in Porter Square
Discover more than 1852 vacation rentals available in Porter Square. 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 Porter Square.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Porter Square, 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 Porter Square. On average, places to stay near Porter Square offer 632.97 ft², with nightly prices averaging US $477.
With Casai, finding and comparing holiday rentals in Porter Square is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Porter Square
| Type | Count |
|---|---|
| Holiday Apartments | 1237 |
| Vacation Homes | 311 |
| Cottages | 1 |
Use these Quick Filters to Find a Holiday Rental in Porter Square
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Porter Square.
Weather in Porter Square, MA
View the weather forecast for Porter Square before booking your Porter Square Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Porter Square?
What are the top holiday rentals in Porter Square?
With numerous options available in Porter Square, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Porter Square:
- Historic Home At Freedom Trail
- 3 BR/3 BATH in Historic Home Mins from Kendall Sq , MIT, Harvard, Boston.
- Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
- UltraLuxe Apt in Boston Brownstone in Prime Area
- Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
- Sparkling Boston Townhome with AC, Parking, Roku TV, Patio, Pet Friendly!
- NEW Modern Apartment Near Boston & Harvard Square.
- Designer Style 3Br, King Bed, W/D,Parking,Spotless
- Gorgeous High End Charlestown Home -Hot Tub on Rooftop Deck, Trampoline & More!
- Remodeled Spacious Apartment in Perfect Location
How many holiday rentals have private pools in Porter Square?
Discover a selection of holiday rentals with private pools near Porter Square 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.
- Luxurious 2BR - 2BA Apt at Hyatus
- Well-located Kendall Sq 1BR w courtyard BOS-388
- Large 2 Bed/2Bath By MGH, Washer/Dryer in Suite
- The Row Hotel at Assembly Row, Autograph Collection
Which holiday homes in Porter Square are best for families?
If you're searching for a family-friendly holiday home in Porter Square, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Porter Square:
- NEW Modern Apartment Near Boston & Harvard Square.
- 3BR2Bth TD Garden,MIT,Harvard,BOS,2 Parking Spaces
- Irving House At Harvard
How many Casai.com holiday rentals are available in Porter Square?
As of 2026, Casai boasts over 1852 properties listed in the Porter Square area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Porter Square.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Ward Two Vacation Rentals in Boston, Massachusetts | 4006 |
| Neighborhood Nine Vacation Rentals in Boston, Massachusetts | 1854 |
| Spring Hill Vacation Rentals in Boston, Massachusetts | 2519 |
| Agassiz Vacation Rentals in Boston, Massachusetts | 2792 |
People Also Ask
Finding the best prices in Porter Square
Map
